Vacation Home Rentals By Owner In Naples, ME

$383.06

Sebago Lake Getaway

Naples, Maine, United States

This home has direct access to Big Sebago and the Songo River with a boat launch. Across the street from Sebago State Park (great beach and hiking) and a short drive to the Naples Causeway which has many great restaurants. Shawnee Peak Ski Area nearby for winter fun!brbrPerfectly situated to enjoy the fun offered by Big Sebago and 4 other bodies of water. This home has central air/heating, soapstone stove, four season porch, granite countertops, with a walk-out basement that is fully furnished.

3

Bed

2

Bath

8

Sleeps

$376.05

/ Nightly

Private Vacation Home

Charming Home with Private Neighborhood Beach

Naples, Maine, United States

One of the home’s standout features is access to a rare, approximately 500-foot-wide sandy beach, shared exclusively with the surrounding local neighborhood. With plenty of space to relax, swim, or launch a kayak, you’ll enjoy a peaceful beach experience without the crowds of public beaches.brbrInside, the home offers a comfortable and welcoming layout with three bedrooms, making it ideal for families, couples, or small groups. After a day exploring the lakes, enjoying live music on the Causeway, or hitting the slopes, return home to unwind in a private setting just moments from the action.brbrFor winter guests, the home is less than 30 minutes from Pleasant Mountain Ski Area, making it an excellent base for skiing, snowboarding, and après-ski relaxation.brbrHighlights:br • Three well-appointed bedroomsbr • Steps from the Naples Causeway’s restaurants, shops, and live entertainmentbr • Exclusive neighborhood beach access (~500 feet wide)br • Less than 30 minutes to Pleasant Mountain Ski Areabr • Ideal balance of lively atmosphere and private relaxationbr • Perfect for all seasons—summer, fall, and winter getawaysbrbrExperience the energy of Naples by day and the tranquility of lakeside living by night—this home truly offers the best of both worlds.

3

Bed

1

Bath

8

Sleeps

$2272.0

/ Nightly

Private Vacation Home

**BRAND NEW** Incredible Luxury Log Home Elevated Above Sebago Lake

Naples, Maine, United States

Be one of the first to experience this stunning, brand-new log home nestled in the woods with elevated views overlooking the beauty of Sebago Lake. This exceptional five-bedroom retreat offers the perfect balance of rustic Maine charm and luxurious comfort, featuring high-end finishes throughout. Enjoy private water access with a large dock, easily reached by a scenic switchback road through the woods, as well as access to the sandy association beaches — perfect for swimming, sunbathing, or launching a kayak for a day on the water.brbrInside, you’ll find a warm and inviting atmosphere designed for both relaxation and fun. The spacious game room is packed with entertainment, including air hockey, pool, ping pong, foosball, and more, along with a large TV and bar area perfect for a cozy movie night. Whether you’re looking to unwind by the water, gather with family and friends, or indulge in all the comforts of a luxury getaway, this one-of-a-kind home offers the ultimate Maine vacation experience.brbr2025 Rates: $1786/night PEAK season; $1572/night LOW season; $1429/night OFF seasonbrbr- Available either Saturday - Saturday or Sunday - Sundaybr- Sheets, pillowcases, and towels not provided (optional linen service available)brbrFor VRBO bookings, please select no when prompted to opt out of the damage protection and travel insurance, as these services are offered directly through Krainin Real Estate after booking.

Bed

Bath

Sleeps

$477.06

/ Nightly

Private Vacation Home

Great Place for a Family Retreat! Sleeps 10

Naples, Maine, United States

OCCUPANCY LIMIT 10. This 3-bedroom 2 bath home is close to Sebago State Park Beach. Canoe/paddles with four unisex life jackets are available to use. You can also easily launch the canoe or your boat at the free boat ramp. Easy boating access to Sebago Lake, Songo River, Brandy Pond, Naples Causeway and Long Lake. It is an easy paddle to the Sandbar. There is also a large yard with a fire pit, swing set, and large deck. 1 bedroom on the 1st floor with a Queen Bed. 2 bedrooms upstairs, one with a double and a twin over and double, the other has a twin. There is a pull-out sofa in the living room. A Pak and Play is also available. Both full baths are on the 1st floor. Washer and dryer on the 1st floor. Plus, Heat pumps on the 1st and 2nd floor for AC.. Hiking trails at the State Park are a bonus. Also, proximity to Naples, North Conway, and Portland gives you plenty of things to do during your trip. Moose Landing and Point Sebago are part of the Freedom Boat Club which is very close to the property. You can also stay home and enjoy the indoor/outdoor games including a cornhole set and the outdoor hammock. Pet Free home.br Waterfront/Lot Description: Large yard. Short walk to water access and boat ramp. (Ample local boat, jetski, kayak rental locations)br Bedrooms: BR 1 - 1Q, BR 2 - 1D and Bunk with T over D, BR 3 - 1T and, a pull-out sofa (D) in the LR. Linens and Towels Providedbr Amenities/Additional Info: Internet - Yes, Cable - Yes+Roku, DVD - Yes, Washer/Dryer - Yes, Dishwasher - No, AC YES (2 heat pumps), Heat - Monitor, BBQ Grill Type - Gas, Fire Pit - Yes, Outdoor Furniture - Yes, Smoking - No, Water - Well.w/full house filtration system.

Bed

Bath

Sleeps

$712.39

/ Nightly

Private Vacation Home

Lakefront house

Naples, Maine, United States

Amazing Ranch on 1/2 acre flat lot w/100' walled frontage in protected cove of Sebago Lake, close to sand bar for swimming and boating. Sleeps 13, fantastic for 2 families! Plenty of yard for tents for the kiddos too! Private dock, kayaks, and canoe (Bring your own life jackets). Fish off the wall or on the dock. Fire pit, firewood provided ,gazebo, picnic tables, lawn furniture. New kitchen and spaces to just lounge and relax. Private outdoor shower. Full house 24/7 automatic generator. Bring your own power boat or rentals are available nearby. Restaurants, shops, and mini golf in Naples center. Located between State Parks for hiking, biking, and snow shoeing. Rec room with Pool table and dart board. Long term winter rental available (September- April).

Bed

Bath

Sleeps

$1068.03

/ Nightly

Private Vacation Home

Nicely appointed four bedroom shorefront home

Naples, Maine, United States

OCCUPANCY LIMIT 12 - NO PETS - LIMIT OF 4 CARS!! LIMIT OF 4 OCCASIONAL DAY GUESTS!! Nicely appointed four bedroom shorefront home with lots of room for everyone to enjoy lakefront vacationing! Living room with fireplace and wall of windows overlooking the lake. Fully applianced kitchen. First floor bedroom, bath with tub/shower and laundry. Second floor has three additional bedrooms, full bath w/custom shower, plus an additional bonus room with pool table, TV and additional sleeping. Great place for the kids to hang out in the evenings. Lovely outdoor pavilion on water side. Cleaning fee. Please abide by occupancy/guest/parking limits! (See below for location map) THE SANDBAR CAN GET BUSY WITH BOAT TRAFFIC. MORE SO ON THE WEEKENDS. brbrbr Waterfront/Lot Description: Level lot with short retaining wall at shore. Nice sandy beach with sand bar and open water beyond. Size of beach depends on the level of the lake. Dock and mooring. Maximum parking limit of 4 cars.br Bedrooms: Four Plus Additional Sleeping. 1st Floor: 1 Queen. 2nd Floor: 1 W/2 Queens; 1w/2 Doubles; 1w/Double; Plus Large Open Room W/Double Futon, Pool Table, And Large TV. Linens and Towels Not Provided. (AVAILABLE TO RENT AT OUR JORDAN RENTALS OFFICE)br Amenities: Internet: Yes, Cable: Yes, Smart TV, Washer/Dryer: Yes, Dishwasher: Yes, Firepit: Yes, Fans: Yes, plus AC upstairs. Water source: Well, Grill: Gas, Outdoor furniture: Yes, Watercraft included: (4 single kayaks, a canoe, one paddle board.) BRING YOUR OWN LIFE JACKETS! - COFFEE: DRIP

Bed

Bath

Sleeps

$912.88

/ Nightly

Private Vacation Home

LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

Naples, Maine, United States

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming areas, pets are welcome. Come enjoy privacy and the space to run around seconds to sebago.brThe spacebrLast house in a very private setting with mostly glass walls. Wrap around porch with hot tub. One open concept area with a see through fireplace and tv that spins 360 to be seen from the bedroom or couch. The house is just feet overlooking the crooked river. Stunning bathroom with full size picture window in the shower, heated floors. Ask about in home massage and private chef.brGuest accessbrGuest have access to all 3+ acres of land, the dock and plenty of parking. We provide canoe, firepit and yard games, Jenga and cornhole, gas grill and several hammocks.brOther things to notebrThe house does not have shades on the windows facing the river. The windows do have a reflective tint on them. The big bathroom window we provide a removable curtain for extra privacy.

Bed

Bath

Sleeps

$456.24

/ Nightly

Private Vacation Home

Quiet, Pristine Setting On Long Lake

Naples, Maine, United States

Recharge for a week at this elegant & relaxing Maine cottage, with an amazing view & access to Long Lake seen from the living room, dining room, kitchen and front porch. brbrOne of the most beautiful settings in the areabrYou'll enjoy only a 150 feet walk across the lawn to the lake to access your clean sand-based swimming area and rock wall with a wooden dock where you can wave to the people on the River Queen as they go by.brbrThe Naples lake region is one of the most sought after areas of Maine, for its beauty and family fun. Long Lake is the only one that enjoys the Songo River Queen (The replica of the famed Mississippi River Paddle Wheelers) twice a day.brbrThe home showcases lots of charm with pine board walls, hardwood floors and two wood stoves. There is plenty of living area for separate gatherings for drinks, a movie, games, and dinner, giving everyone space and a view of their own. The well-stocked kitchen is large and bright making it enjoyable to cook for eating in, or you may choose to go out to any of the great restaurants in the area. brbrLocated on a quiet, family vacation home street looking out towards the lake over well kept lawn. It is centrally located and only 1.6 miles from the center of town of Naples, and only minutes from Harrison, Bridgeton, and Windham. You’ll be close to night-time entertainment at Rick’s Cafe, Breys Brew Pub, River Queen tours, and restaurants. There are many antique shops scattered around the area and it is only 40 min. to waterfalls, North Conway, NH, Freeport, or Portland, ME for a day outing. Activity information is provided for your convenience.brbrYou’ll enjoy the adirondak chairs around the beautiful outdoor spaces. A canoe and kayak (and life vests) all available for your use. brbrThis is a cottage to unplug from the hustle and bustle of our stressful lives, and to reconnect with yourself, and family…peace & quiet…relaxation!brbrWeekly bookings only - 3 p.m. Friday to 10 a.m. Fridaybr___brInternet speed is 200 Mbps. This speed is good for: • Video calling • HD streaming on multiple devices • Downloading shows, movies and large filesbr___brWooden dock is not for over-night boat ties. (sorry)brThere is no mooring for boat tiesbrbrStrict NO PETS policy brbrPlease see Rental Agreement attachment for rental agreement.br___________________________________________________brExterior security video cameras in use at front entrance.brCoded lock system for your self-check-in booked dates (secure entry).brProperty Manager contact available for any questions & help

Bed

Bath

Sleeps

$614.23

/ Nightly

Private Vacation Home

Red House w/ Access to Sebago Cove

Naples, Maine, United States

The Red House is a cozy 3-bed, 2-bath vacation retreat nestled in a tranquil seasonal neighborhood with Sebago Cove access. Relax in the spacious living room with a wood-burning fireplace or on the deck with stunning views. Retire to one of the comfortable bedrooms and explore the natural beauty of nearby hiking trails, beaches, and towns. Enjoy a book in the three-season porch or play board games with family and friends. Book now for the ultimate Maine getaway. While this listing says New, our house has been available for rentals for a few years, we have just become more involved with the management and we are now hosting. But our home does have positive reviews! Please ask us for the previous reviews!brbr- Welcome to the “Red House”, a quaint family cottage in a family neighborhood with access to Sebago Cove!br- Sebago Cove is an arm of Sebago Lake offering a shallow swimming area, a perfect picturesque kayaking experience with the option to access Sebago Lake for additional boating, waterskiing, and tubing.br- A short walk takes you to two different beach options and a shared neighborhood dock.br- Beautiful custom built home has it all!br- 3 Bedrooms, 1 queen & 1 twin, 1 queen & 1 twin, & 2 twin bedbr- 2 bath with showerbr- Main level features a cozy living room, eat-in fully stocked kitchen, and a sun porch with more dining space, an entire chest of game options, and a sleeper sofabr- The basement has a ping pong table and foosball table for those much-needed vacation competitions.br- Outside offers a private landscaped yard with a beautiful stone fire pit, a deck for dining and grilling, and a covered porch for even more relaxing space.br- Several areas for relaxing and making memoriesbr- Only 5 min drive to:brNaples causewaybrLong Lake boat & jet ski rentalsbr- 35 min drive to:brNorth Windham shoppingbrSkiing at Shawnee Peakbr- Located in a private lakeside neighborhood accessed via dirt roads with slow speedbrbrThis house has been enjoyed by generations of our family, the name “Red House” was coined by the youngest grandchild. We hope you get an opportunity to enjoy this perfect Maine experience as well.brbrA key code will be provided shortly before arrival.brbrCall or text me anytime.brbrLocated in a private lakeside neighborhood accessed via dirt roads with slow speed.brbrDowntown Portland is a 50-minute drive offering many restaurants and shops to browse. There are also several nearby beaches on the ocean.brbrSebago Lake State Park is a 10 minute drive, with beautiful sandy beaches. The Long Lake causeway in Naples is also a 10 minute drive, with several attractions, including boat & jet ski rentals.brbrIn the winter, it's a 30 minute drive to the Shawnee Peak ski resort. The annual Sebago Lake Ice Fishing Derby has a weigh station at Jordan's Store, 10 miles away. Snowmobile trails can accessed nearby as well.brbrIt is approximately 135 miles and 2 1/2 hours from Boston, up I-95 to US-302. There are also flights into the Portland airport and rail service from Boston.

Bed

Bath

Sleeps

$1705.08

/ Nightly

Private Vacation Home

Long Lake - Gorgeous Sandy Beach

Naples, Maine, United States

Welcome to Naples Maine, located 35 miles west of Portland. The home is located on long lake with 100+ of gorgeous sandy beach. Not only is it sandy, the beach has gradual entry excellent for young kids, and a dock which is perfect for your boat. No boat Not a problem, you are able to rent a boat right next-door to Long Lake Marina. If you enjoy water sports, then you are in an excellent location. Within walking distance, you can rent Jet Ski’s paddle boats, or take a seaplane ride.brbrIf you prefer to sit back and relax, take a scenic ride on the Songo River Queen a 90 footlong paddle wheel boat that will take you for a beautiful sunset cruise on Long Lake. Oh, did I forget to mention that there is over 40 miles of waterfront that takes you through the locks all the way to Sebago Lake. brbrNot into water sports You have a really beautiful long lawn perfect for outdoor activities and lakefront dining. Relax on the call of the loons. With a short walk distance is the Naples library, shops, restaurants, and a long causeway perfect for walks or bike rides. For the golfer there are two nearby golf courses, Point Sebago and Bridgeton country club.brbrThe home was built in the 1880s and has been totally renovated with beautiful wood floors, high ceilings,3 bathrooms,5 bedrooms and kitchen. We have cable and WIFI. We would be delighted to send additional pictures.brbr

6

Bed

3

Bath

12

Sleeps

$359.15

/ Nightly

Private Vacation Home

Sebago Pines Hideaway-Fire Pit/Beach Access/Family Friendly

Naples, Maine, United States

Welcome to the Sebago Pines Hideaway! Located in the Sebago Pines community of Casco, this stunning retreat is the perfect place to make memories that will last forever. Enjoy the beach or grab a book and relax on the patio by day and gather by the fire with the family by night. Sebago Pines Hideway offers the perfect mix of lake life and modern living. brbr2 min to Sebago Pines Beach Accessbr10 min Naples Causewaybr10 min to Sebago State Parkbr15 min Point Sebago Golf Coursebrbr→ Sleeps 8- 3 Bedrooms. 1 King, 1 Queen and 2 Full/Full Bunk Beds.br→ 2 Bathrooms. Shower/tub combo on upper level.br→ Modern and well-equipped kitchenbr→ Wifi with 2 Smart TV’s.br→ Beach Accessbr→ Fire Pit with BBQ grillbr→ Beautiful Viewsbr→ Board Games and Booksbr→ Private patio with outdoor diningbr→ Ideal location to access many attractionsbrbr☆☆ BEDROOMS ☆☆brbrPrimary Bedroom – Main LevelbrbrRelax and recharge in the spacious main-level primary bedroom, designed with comfort and tranquility in mind. This inviting room features a plush king bed with soft linens, warm lighting, and calming neutral tones that create a peaceful retreat after a day of exploring Casco and Sebago Lake. Large windows fill the room with natural light and offer serene wooded views, giving you a true “Maine getaway” feel. Thoughtful touches—like cozy décor, ample dresser storage, and room-darkening curtains—ensure a restful and private stay. A perfect place to unwind and wake up refreshed.brbrBunk Room + Game LoungebrbrThis spacious lower-level bunk room is the ultimate hangout spot for families and groups. Featuring two full-size bunk beds, it comfortably sleeps up to eight and creates a fun, camp-style atmosphere everyone will love. The room also doubles as a cozy living area, complete with a large smart TV, comfortable seating, and a variety of board games and activities to keep everyone entertained. Warm lighting, modern floors, and stylish décor make it a welcoming place to unwind after a day of exploring. Whether it’s movie night, game night, or just a relaxing place to gather, this multi-purpose room is perfect for making memories together.brbrLower-Level Bedroom with Backyard AccessbrbrThis cozy lower-level bedroom offers a peaceful retreat with direct access to the backyard and fire pit area. Enjoy a restful night’s sleep in the comfortable queen bed. French doors open right to the outdoors, making it easy to step out for morning coffee in the fresh air or unwind by the fire pit under the stars. Perfect for guests who appreciate privacy, relaxation, and a seamless indoor–outdoor experience.brbr☆☆ BATHROOMS ☆☆brbrSebago Pines Hideaway offers 2 full bathrooms, each of them stocked with all the essentials you need for the duration of your stay.brbrGuests will enjoy the convenience of two clean and modern bathrooms during their stay. The main-level bathroom features a bright and welcoming design with a shower/tub combo, perfect for families or those who prefer a relaxing soak after a day on the lake.brOn the lower level, you’ll find a second full bathroom with a spacious stand-up shower and simple, fresh décor. This bathroom also includes laundry access, making it easy to keep towels and clothes fresh throughout your stay. With two well-appointed bathrooms, everyone can get ready comfortably and enjoy a smooth, stress-free vacation.brbrbr☆☆ KITCHEN & LIVING AREA ☆☆brbrEnjoy cooking and gathering in the warm, inviting eat-in kitchen, fully equipped with modern appliances, plenty of counter space, and all the essentials needed for home-cooked meals. The cozy dining table is perfect for family breakfasts, casual dinners, or game nights. Charming details, including the blue tile backsplash and vintage hutch, add character and comfort to the space.brbrJust off the kitchen, the main level living area offers a relaxing place to unwind. With its wood-accent wall, plush seating, and a stove-style heater for added ambiance, it’s the perfect spot to curl up with a movie or enjoy quiet moments together. French doors lead to a bright sunroom, filling the space with natural light and enhancing the home’s warm, welcoming atmosphere.brbr☆☆ OUTSIDE SPACE ☆☆brbrStep outside and enjoy multiple inviting outdoor areas designed for relaxation and connection. The home features a private patio complete with outdoor dining, comfortable seating, and charming string lights that create a warm, cozy atmosphere for evening meals or quiet mornings with coffee.brbrJust a few steps away, a private deck offers even more space to unwind, featuring a fire pit, BBQ grill, and plenty of comfortable seating — perfect for roasting marshmallows, grilling dinner, or simply enjoying the peaceful wooded surroundings. With beautiful natural privacy, it’s an ideal spot to relax after a day of exploring.brbrGuests also have access to the Sebago Pines community beach area, just a quick 3-minute drive away. This seasonal lakeside spot offers a sandy shoreline, picnic tables, and calm water for swimming and soaking up the Maine summer.brWhether you're enjoying outdoor meals, gathering around the fire, or heading to the lake, this home offers the perfect blend of comfort and nature.brbr★☆ Book Today & Let Us Take Care Of You in Naples☆★brbrGuests staying at Sebago Pines Hideaway have exclusive access to numerous amenities including beach access at the Sebago Pines community and the area's myriad of attractions. . Take time to soak in the views from the private patio and use the BBQ Grill, Fire PIt, and games at your leisure.brbrThis home is a 10 minute drive to Sebago Lake State Park and the Naples Causeway. The Sebago Pines Hideaway’s location allows easy access to many of the Lake Region’s most sought after attractions. The home is fitted with a smart door lock, an exterior ring camera, and free parking for vehicles is available on the premises.brbrBy booking, you accept responsibility for any damage or extra cleaning they may be required during the stay.brbrSchena Group Properties, LLC, guests are automatically protected by the Waivo® damage protection program. The program offers the industry’s broadest protection. It’s damage protection done right.

3

Bed

2

Bath

8

Sleeps

$757.64

/ Nightly

Private Vacation Home

Lakefront views fire place Private Beach

Naples, Maine, United States

Welcome to the former base camp Pinecrest where unforgettable memories are created! This gorgeous brand new construction waterfront retreat has everything to offer for a peaceful getaway, work remotely, relax or enjoy a gathering with friends and family. Only minutes from Naples, restaurants, grocery store and Sebago Lake State Park. Ski at Shawnee Peak(25min) or Sunday River(60 min.), Bridgton(15min) and North Conway(55min). Also only steps away, snowshoeing, mountain biking and ice fishing.brbrUpon entering the home, you will be greeted with an elegant and spacious mudroom with woodwork throughout the home, a stunning kitchen with plenty of appliances to cook a meal for a gathering. The home has plenty of natural light streaming in through the many windows and sliders that lead out to the deck. During colder months, enjoy radiant heating in the floors while cozying up to our gas fireplace. Our living room is equipped with an oversized smart HDTV with a mini fridge and bar area for entertaining. brThe fully equipped kitchen offers a gas range, coffee makers (regular and Keurig), ice maker machine and all the appliances needed to cook and enjoy a meal. We provide clean linens, cozy beds for all guests and also have a pullout couch in the office space for additional sleeping arrangement with doors for privacy. brbrThe property is directly on Brandy Pond with your own sandy beach. We do share part of the beach with our neighbors, but there is a private section all to yourself. Outdoor Firepit by the water. Plenty of paths for biking, running, and outdoor enjoyments. A truly great escape and enjoyment on Long Lake. brbrCozy beds, bedding and linens. Very high end finishes and fixtures in the stand up tiled showers. Outdoor shower for summer time. brbrGood Neighbor Policy- MAX ADULTS - 12 EXTREMELY IMPORTANT -MAX CARS 6- NO EVENTS, EXTRA GUESTS, LOUD NOISE, OVER PARKING- NO FIREWORKS. Regulating short term rentals is a concern for the town and It's important to respect the rules of the community as well as the requests of the neighbors. Property exterior is monitored with surveillance cameras & certain stays may require an additional security deposit. brbrPETS REQUIRE APPROVAL - Pet Policy needs to be agreed upon and there will be a pet fee added to the reservation once confirmed. brbrDue to limited cleaners in our area, we do require guests to perform check out procedures such as stripping used beds, running the dishwasher and bringing trash out the bins outside ( in the secured wooded shed at the front of the house) brbrCHECK OUT is 11am/ CHECK IN is 4pmbrbrSince we are in a highly season destination, have many different groups and sizes, and use pricing software to help price our stays, we may need to adjust our rates and require minimum stays prior to booking as we do prefer 3 nights stays for peak periods and booking in advance. please check with us prior to booking to confirm rates and availability.brbrEntire home and yardbrbrAvailable if neededbrbrThis is a very quiet neighborhood and some full time residentsbrbrCertain weekends/holidays may require min night stays. brbrDisturbances to neighbors, tampering security cameras, smoke detectors, not following house rules can result in loss of deposit.brbrMAX ADULTS - 12brbrGood Neighbor Policy- EXTREMELY IMPORTANT -MAX CARS 6-NO EVENTS, EXTRA GUESTS, LOUD NOISE, OVER PARKING- NO FIREWORKS. Regulating short term rentals is a concern for the town and It's important to respect the rules of the community as well as the requests of the neighbors. Property exterior is monitored with Surveillance Cameras.brbrOur property does have charging capabilities for electric vehicles. Please make sure to get our approval prior so we can monitor in case of any issues.brbrSince we use independent cleaners and maintenance companies that make their own schedule, we cannot guarantee an early check in or late check out. If you wish to request an early or late check in/out, please reach out the day of your arrival or departure. We may have to charge a $25 fee to coordinate with the cleaner and maintenance companies to adjust their schedule. We often have same day check in and out, so if you would like to secure an early check in or late check out in advance, it will require us to block and adjust the rate for an additional night.brbrGuests must use all items at their own risk and agree by booking this property to be fully and solely responsible for any accidents or injuries that may occur. Guests should research how to properly operate all items before use.brbrNO PETS without prior approvalbrbrWe may require a community deposit for your stay to make sure the community regulations are followed.

5

Bed

4

Bath

12

Sleeps

$2452.5

/ Nightly

Private Vacation Home

The Hamilton House in Naples (ME)

Naples, Maine, United States

The Hamilton House has 11 bedrooms and can accommodate up to 28 guests. It includes a kitchen with a butler’s pantry, a spacious dining room and other amenities including outdoor patios, a private theater and a billiards room.brbr7 King Beds, 3 Queens, 5 Twins + 3 to 5 Roll Away twin beds (Please request). Note: In Winter Months November through Mid to late April, 3 bathrooms are closed and winterized. This leaves 11 bedrooms and 8 bathrooms available in off season. brbrIt’s available as a full-house rental with every room having it's own private bath. brbrRestored and Renovated in 2025, The Hamilton House is the perfect place for guests to have an elegant Victorian experience in the heart of Maine's lakes region. Sorry No Dogs allowed in the house.

Bed

Bath

Sleeps

$1733.72

/ Nightly

Private Vacation Home

WATERFRONT ON BRANDY POND! SLEEPS 20!!

Naples, Maine, United States

OCCUPANCY LIMIT 20 - 5 bedrooms with 3 bathrooms. There are also two lofts for extra sleeping space. This beautiful home on Brandy Pond offers private lake frontage with a sandy-bottomed swimming area and a large private dock. Cathedral ceilings, gorgeous stone fireplace, stunning beams, a lakefront deck. There are 2 bedrooms and one bathroom on the 1st floor. Up a couple of stairs then you are in the large open concept kitchen, dining, and living room. All with views of the water and the large backyard. On the 2nd floor from the living room there are 2 bedrooms, a loft, and a bathroom. In the lower floor from the living room there a large bedroom with a bathroom. Laundry and direct access to the backyard are also on this floor. Finally, there is a large loft /game room on another 2nd level. This area is accessed from a staircase at the main entry of the house. The inside of the house is great, but the outside is even better!! The large yard with a fire pit is great for summer nights. The main attraction is direct access to Brandy Pond!! The swimming is great with shallow entry and sandy bottom. A nice new dock is great for boaters and a great place to take in a stunning sunrise. Two paddle boards and kayaks are also available. DOGS WITH $125 PET FEE.br Waterfront/Lot Description: Large lot . Dock/Suitable for tie-up: No. Mooring: Yesbr Bedrooms: 5. 2 King Beds, 5 Queen Beds, 2 Twin and pull outs. Linens and Towels Provided.br Amenities: Internet: Yes, Cable: No, Washer/Dryer: Yes, Dishwasher: Yes, Firepit: Yes, Fans: Yes plus Window AC, Water source: Well, Grill: Gas, Outdoor furniture: Yes, Smoking - No - COFFEE: K-CUP

Bed

Bath

Sleeps

$628.66

/ Nightly

Private Vacation Home

Traditional pet-friendly Maine home featuring an incredible sandy beach!

Naples, Maine, United States

Experience the Beauty of Brandy Pond at this traditional Maine summer home, complete with a cozy guest cottage – perfect for a family getaway! Take in the breathtaking views of the lake, mountains and sunsets from the living room, dining room, main bedroom, enclosed porch, patio and lawn. The level lot with scattered pine trees leads directly to the beautiful sandy beach where you can spend the day wading in the water and soaking up the sun. Explore the pond in the provided aluminum canoe, or bring a boat and venture out into the 40+ miles of boatable waterway between Brandy Pond, Long Lake, and Sebago Lake via the Songo River. The dock can hold up to a 26' boat and the mooring can hold up to a 24' boat. If you're looking for some fun activities, this property is just a short drive from shops, a golf course, restaurants, and more! Treat yourself to a memorable vacation at this lovely property!brbr2025 Rates: $714/night PEAK season; $450/night LOW season; $300/night OFF seasonbrbr- 1 dog max (with owner's approval) with $100.00 pet rentbr-1 Window A/C unit in second bedroombr- Occupancy is 10 all week plus 2 overnight guests for 1-2 nights only.brbr* Sheets, pillowcases, beach towels, and bath towels not provided *brbrFor VRBO bookings, please select no when prompted to opt out of the damage protection and travel insurance, as these services are offered directly through Krainin Real Estate after booking.

4

Bed

3

Bath

10

Sleeps

$275.52

/ Nightly

Private Vacation Home

Naples Village Retreat - Heart of the Lakes Region

Naples, Maine, United States

Summary:brbrRetreat to this charming Naples, Maine home, nestled among tall trees with views of Brandy Pond and a short walk to the Causeway and downtown area. This property offers a peaceful, secluded setting, ideal for a relaxing getaway. Guests have access to the lakes and beaches, perfect for swimming, sunbathing, or enjoying watersports. The house features a BBQ grill for outdoor cooking, a lovely garden space, and family-friendly amenities to ensure a comfortable stay for all ages. Imagine spending your days exploring the lake, hiking in the nearby woods, or simply relaxing on the porch, taking in the beauty of the surrounding nature.brbrbrbrThe Space:brbrNeighborhood and Attractions:brbrbrbrNaples, Maine, is a picturesque town nestled in the heart of the Lakes Region of Western Maine. It is surrounded by nature, offering a variety of outdoor activities and attractions throughout the seasons. The town's charm is enhanced by its rich history and small-town atmosphere. Naples is known for its scenic views of the lakes and mountains, with eight bodies of water falling within its borders including Sebago Lake, Long Lake, Brandy Pond, Trickey Pond, and Peabody Pond all boasting the beautiful backdrop of New Hampshire's White Mountains. Summer visitors are drawn to the Causeway where they find lots of fun activities by day and spectacular sunsets, bustling nightlife, and restaurants and pubs by night. And no one should miss the chance to cruise Long Lake or travel through historic Songo Lock on a rented boat or cruise on the iconic Songo River Queen. Add in golf, hiking, biking, swimming and fishing and the active outdoor enthusiast will never lack for things to do. In the winter, the lakes and ponds are great for ice fishing, snowmobiling, snowshoeing and cross-country skiing with Shawnee Peak Ski Resort offering day and night skiing just minutes away in the neighboring town of Bridgton. brbrbrbr⭐️ Naples Causeway - 0.5 milesbrbr⭐️ Naples Town Beach & Boat Launch - 1.0 milebrbr⭐️ Steamboat Landing Mini Golf - 1.0 milebrbr⭐️ Sebago Lake State Park - 3.9 milesbrbr⭐️ Point Sebago Golf Course - 4.3 milesbrbr⭐️ Pleasant Mountain (Shawnee Peak) - 15.6 milesbrbr⭐️ Portland - 27.4 milesbrbrbrbrOther Things to Note:brbr• Maximum number of pets is 2. Pet fee will be applied. brbr• Only park in the designated areas. brbr• No extra guests are allowed unless permitted by the owner. brbr• No parties, events and smoking inside allowed. brbr• The guest must comply with the rules under the guest rental agreement.brbr• The guest booking the property must be at least 21 years of age when they book and stay with us. This policy is in place to ensure the safety and comfort of all guests, as well as to comply with local laws and regulations.brbr• The booking price includes a property damage protection fee to cover up to $3,000 of coverage for accidental contents damage and accidental property damage. Property damage protection is included for any damages, subject to exclusions and limitations, that occur to the premises during your rental period. Any damage or accident that is not covered under the policy will be the responsibility of the guest. Damage amounts in excess of damage insurance will be charged to the guest.brbr• All primary guests must complete the online pre-arrival form/contract via the PMI Vacationland Guest Portal prior to their check-in date. This will help to ensure that all guests have easy access to the property and arrival information needed for a hassle-free check-in process.brbr• PMI Vacationland utilizes a third-party to screen guest identity and check criminal databases to confirm the reservation. Complete terms regarding the guest screening can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.

2

Bed

1

Bath

5

Sleeps

$918.72

/ Nightly

Private Vacation Home

Lakeside Retreat in Naples, ME – Private Beach, and Stunning Views!

Naples, Maine, United States

brWelcome to your perfect lakeside getaway! This beautifully updated lake house sits on a private road just minutes from downtown Naples and the Naples Causeway, offering both peace and convenience.brbrStep inside to find a newly updated kitchen with vaulted ceilings and a floor-to-ceiling window wall that floods the space with natural light and panoramic lake views. Enjoy your morning coffee or evening wine in the sunroom overlooking the water, where you can watch the sunrise sparkle across the lake.brbrThis home is designed for relaxation and fun, featuring both an upper deck and a lower patio for outdoor dining, grilling, and lounging. Stroll down to your own sandy lakefront beach with a private dock, perfect for swimming, fishing, or launching one of the kayaks or the canoe included with your stay.brbrWhether you’re spending your days out on the water, exploring nearby shops and restaurants, or just soaking up the quiet serenity of lakeside living, this home offers the perfect blend of comfort and adventure.brbrFeatures:br • Newly updated kitchen with vaulted ceilings and lake viewsbr • Sunroom overlooking the waterbr • Upper deck and lower patio with outdoor seatingbr • Private sandy beach and dockbr • Kayaks and canoe providedbr • Located on a quiet private roadbr • Less than 1 mile to downtown Naples and the Causewaybr • Less than 0.5 miles to grocery store and pharmacybrbrExperience the best of Maine’s lake life — peaceful mornings, starry nights, and everything in between. Book your Naples lakefront retreat today!

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Bath

Sleeps

$872.0

/ Nightly

Private Vacation Home

Songo River Lodge: A retreat with access to Sebago Lake, Brandy Pond, Long Lake.

Naples, Maine, United States

Large Lodge with 6 bedrooms, 3 baths, 2 living rooms, 1w/ a wood stove & 2nd w/ fireplace, large screened rec room w/ping pong, 3 season breakfast porch. Swimming, boating, kayaking, paddle boarding, hiking and fishing from dock/property. Shop and eat locally or go see a drive-in movie. Located on Songo River-Brandy Pond/ Long Lake side of Songo Locks. One vehicle pass provided to beautiful Sebago Lake state park (5 minute ride). Large yard w/ outdoor fire pit,picnic table,hammock, indoor-outdoor games. 3 canoes provided. Golf/mini golf within 5miles. A wonderful retreat for the extended family. Create some lasting memories. The summers are beautiful, spring & fall are always peaceful as summer vacationers have returned to their other lives. The traffic is less- leaving more freedom to wander wherever the road may take you. Winter months, you may ski locally- 20 minutes to Shawnee Peak (Pleasant Mountain), or for Big East skiing- 50 minutes to Sunday River- 35 minutes to N. Conway -skiing, shopping, eating. We are 2 hours from Boston. Smoke free lodge; **Sorry due to size of lodge and time allotted to clean we cannot allow pets** (NO SMOKING)

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$915.99

/ Nightly

Private Vacation Home

Lakefront on Sebago Lake

NAPLES, Maine, United States

OCCUPANCY LIMIT 8 - 3-bedroom 2 bath lakefront on Sebago Lake. Lake views from the open concept living room and kitchen leads into a patio that goes directly on the deck, which is set up for gathering and taking in the views. From the deck you can make your way onto the large waterfront lot. Plenty of room for games or just sitting by the water. A very nice dock is a plus for boaters. 1 bedroom and 1 bathroom on the main floor, along with laundry. The 2nd floor has 2 bedrooms and a bathroom. The main bedroom has views of the lake. The basement has an additional sitting area and a bunkroom. If you want to explore local attractions, The Naples Causeway is just 2 miles away. Portland and North Conway are about 30 miles away. Within a 15 drive to the 3 wedding venues in Sebago. A canoe and 2 kids kayaks are available at the property. DOGS WITH $125 PET FEE.br Waterfront/Lot Description: Level large lot. Dock/Suitable for tie-up: Yes. Mooring: NObr Bedrooms: Three. 2K, 5T, 1F, Pull out Sofa. Linens and Towels Provided.br Amenities/Additional Info: Internet - Yes, Cable - No, - No, Washer/Dryer - Yes, Dishwasher - Yes, Fans - Heat Pumps for AC, Heat - Yes, Grill Type - Gas, Fire Pit - Yes, Outdoor Furniture - Yes, Smoking - No, Water - Well. - COFFEE: DRIP

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Bath

Sleeps

$695.44

/ Nightly

Private Vacation Home

Luxury English Country Home

Naples, Maine, United States

In the Long Lake and Sebago Lake region, this luxurious 5,000 sq. foot country style home is minutes away from the Naples Causeway, while located on 36 wooded acres of conservation land. With large living areas, Webfoot Woods allows everyone to spread out and relax in any season. The backyard slate patio has a gas grill with an undreground propane tank and a teak table for 8. In addition, the patio has a Solo Stove fire pit with Adirondack chairs to enjoy your evenings outside while looking at the stars. For the kids (and the kids at heart) we have a 70 HD TV in the lower level game room as well as 3 couches, 14-foot shuffleboard table, and a foosball table. The main living room has a 55 HD TV above a wood burning fireplace with 2 couches and 2 comfortable leather bucket chairs. Our home boasts 5 bedrooms and 4 full bathrooms with plenty of room for the whole family and your friends. We have a newly renovated gourmet kitchen with a Sub-Zero refrigerator (2nd refrigerator in the garage), Wolf wall convection and steam ovens, 6 burner Wolf gas range, microwave, Bosch dishwasher, and dry bar with a Sub-Zero beverage refrigerator. brbrCentrally located to everything you love, both shopping and being outdoors. brbrFor those who love the water, we are located about 3 miles from the Naples Causeway where boats and kayaks can be rented by the day. Also, the Songo River Queen and Naples Seaplanes depart from the Causeway. Long Lake and Sebago Lake are known for their fishing. Some of the species that are abundant are Large and Small Mouth Bass, Trout, Salmon and Perch. Sebago Lake State Park Beach is a great spot to spend the day at the beach and is only 13 miles away.brbrIf being on the water isn’t your thing, there are also several great golf courses in the area. Point Sebago, one of Maine’s finest courses, is always a fun challenge to any seasoned golfer and at just 8 miles away it’s hard to pass up! brbrIf a full day of golf doesn’t fit into your vacation, there’s always Steamboat Landing Mini Golf! Located just off the Causeway, the whole family can have fun on the course.brbrFor the winter sportsmen, Pleasant Mountain is nearby (19 miles). While both Cranmore Mountain and Sunday River are 39 miles away. If you don't feel like traveling to the slopes, the house is equipped with several sets of snowshoes to explore the grounds.brbrFor the shopaholics, there are several stores along the Causeway as well as in the neighboring town of Bridgton. Also, the North Conway Outlets are only 39 miles away and Freeport (home of LL Bean) is 35 miles away.brbrNot to forget the foodie in all of us, Portland is just over 30 miles away and home to fantastic restaurants and microbreweries! You really can’t go wrong stopping by Shipyard Brewery, Liquid Riot, or signing up for a Maine Beer Tour! Meal-wise Portland has it all. The city caters to every price range and palate whether it’s a small breakfast or large group dinners, there will be a place for you to have a fantastic meal.brbrThe home is equipped with everything you might need for a memorable vacation in Maine!

5

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4

Bath

13

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