Vacation Rentals By Owner In Naples, ME

Centrally located space close to everything in the Naples area. This two-bedroom apartment features beautiful views of Brandy Pond and Long Lake; with the Naples Causeway just a few steps out the door. During the summer months, guests will have access to a small private beach as well as discounted boat rentals at Causeway Marina. Boat slip available for guests to rent for an additional $50/day. Dining & shopping available within walking distance. 45-minute drive to Portland area. Less than 30 minutes to Pleasant Mtn. ski resort.

Apartment

Apartment Overlooking Brandy Pond w/ Boat Slip

Naples, Maine, United States

Bed

Bath

Sleeps

$438.53

This inviting Long Lake cottage in Naples, Maine, is perfect for families seeking a peaceful waterfront escape. Enjoy stunning lake views from the main-level deck, open living areas, and screened porch, while the walkout basement provides extra space and a convenient half bath. The cottage comes fully equipped with a galley kitchen, cozy living spaces, and everything you need for comfortable, lakeside living.brbrSpend your days swimming at the sandy, shallow-entry beach, paddling the included kayaks or canoe, or boating from the dock that accommodates up to 24 feet. In spring or fall, experience the lake at its quietest, with serene mornings and the soothing sounds of loons. A short walk brings you to the Naples Causeway, offering restaurants, shops, and activities, while over 40 miles of boatable waterways await exploration on Long Lake, Brandy Pond, and the Songo River.brbrbr2026 Rates: $429/night PEAK season $286/night LOW season $232/night OFF season.brIn the OFF season (September 27 through May 23) partial-week rentals are available for $232/night PLUS $225 cleaning fee (minimum 3 nights).brbr* Sheets, pillowcases, beach towels, and bath towels not provided *brbr- Portable A/C unit in the basementbrbrFor 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.

Cottage

Peaceful Long Lake Escape – Dock, Kayaks, & Seasonal Charm

Naples, Maine, United States

Bed

Bath

Sleeps

$585.22

Experience modern comfort in our eco-friendly home, completed in 2023.brbrExplore Brandy Pond's beach or Sebago Lake State Park. Enjoy sun-drenched mornings kayaking on nearby lakes and relaxing on the back deck amidst woodlands.brbrYear-round delights await, from the Fryeburg Fair to Pleasant Mountain Ski Area. Unwind in the open kitchen, equipped with stainless steel appliances, followed by board games or streaming movies in the cozy living room.

River’s Ranch

Naples, Maine, United States

Bed

2

Bath

10

Sleeps

$489.94

Make yourself at home in this 3-bedroom Naples house retreat. Set on 1.85 private acres, it’s a modern luxury sanctuary tucked in the classic Maine woods. High-speed Wi-Fi makes it workation ready for the 2026 season. . 3 bedrooms offer a mix of cozy sleeping options, including a bunk bed, a twin bed, and two queen beds, perfect for families or groups. With two bathrooms featuring refreshing showers, guests can enjoy convenience and comfort throughout their stay. The house stays comfortable year-round with heating and air conditioning, and thoughtful touches like an iron and a hair dryer make your visit easier. Step inside and feel the tranquil vibe that makes this spot a wonderful escape. You're sure to make fantastic memories with a stay at our place.

Naples Family Gateway: Hilltop Retreat 1.8 Acres

Naples, Maine, United States

Bed

Bath

Sleeps

$378.09

OCCUPANCY LIMIT 6 - Welcome to Wildflower Cabins In the heart of Sebago Lakes Region with private boat access, swimming, fishing, kayaking. Cozy family friendly cabin with guest house. Everything you need for a perfect, memorable getaway. After a long day of fun in the sun, you will enjoy the warm, clean, cabin vibe. Enjoy your morning coffee on the beautiful screened in porch and unwind after a long day of adventure with an outdoor shower or nap. Spend your nights by the fire pit. The cabins are located off a private, maintained gravel road feeling so remote. The interior includes main cabin and includes a new kitchen with appliances, which offers 2 bedrooms and 1 bath. The main bedroom has a new queen mattress. The secondary bedroom has two twin beds, both memory foam. The bathroom has been fully renovated with beautiful white shiplap. A brand new extra-large outdoor shower. Enjoy the new cozy propane fireplace insert on a chilly night! Plus, Guest House- for two. Studio with one queen bed, full kitchen, grant counters, full bath and laundry. BBQ picnic table area with gas grill for you use. 3 kayaks, cornhole, beach sand toys, and cooler. Access to a gated private boat launch on Sebago Cove is just a short walk (direct lake parking available) with beach area, covered pavilion and grass picnic area. Please request a key to gain access to the locked boat launch. DOG CONSIDERED WITH $125 PET FEEbr Waterfront/Lot Description: Wooded Lot with a short walk to an associate beach. Dock/Suitable for tie-up: NO. Mooring: NObr Bedrooms: Three. 2 Queen, 2 Twins. Linens and Towels Providedbr Amenities/Additional Info: Internet - Yes, TV - Yes, Washer/Dryer - Yes, Dishwasher - No, A/C - Yes, Heat - Yes, Grill - Gas, Fire Pit - Yes, Outdoor Furniture - Yes, Smoking - No, Water Source: Well Water - COFEE - DRIP

Cabin

TWO CABINS ON ONE PROPERTY!! ACCESS TO KAYAKS AND A BEACH AREA

Naples, Maine, United States

Bed

Bath

Sleeps

$1127.38

This knotty pine interior 4 Bedroom Home on 1 acre on the water on Big Sebago Lake has a full southern exposure of the entire lake. brbrThe first floor master suite closes off from the rest of the house affording in law type privacy. There are 2 full baths and a full laundry area. The second floor queen bedroom has a private balcony overlooking the fire pit and lake front and a third 1/2 bathroom. brbrThe house boasts its own private sandy beach, and deck dock system on the water with a swim float and mooring ball for your boat. The detached guest cottage with a cathedral ceiling field stone barn that sleeps 6 comfortably and includes a full kitchen, full bath, and pool room, air hockey, bowling arcade game, and ms. pacman arcade game, pine bar and wood stove. A must see to believe. brbrA large, level, grassy field behind the full outdoor fireplace can be used to play tag football and whiffle ball, as well as setting up your badminton net.brbrBring your boat and moor it for your entire stay. The property is nestled between the state park day beach and the overnight campground where there are miles of wilderness trails for hiking. brbrIf its shopping you want the house is 45 minutes from North Conway outlets and about the same from Freeport and LL Bean experience. Its a stone throw to the Naples Causeway and its shops restaurants and country ice cream shop. A little country store down the 'road a piece' completes this perfect setting for your lake country vacation, one which will call you back again and again creating those lasting family memories. It is 40 minutes to Oxford Casino for the gamester in the family.brbrThe property is ideal for family reunions and other small family gatherings.br brNO LINENS PROVIDEDbrbrKeywords: Private Home, southern exposure, on the water, private beach, dock and swim float, private mooring, fire pit and field for play

Private Home on Thompson Point Sebago Lake with Private Beach

Naples, Maine, United States

6

Bed

Bath

17

Sleeps

$536.83

Tri-Lake Escape offers the ultimate waterfront getaway with direct access to Brandy Pond, Long Lake, and Sebago Lake. This charming retreat is perfect for families, couples, and outdoor enthusiasts looking to relax and explore.brbrEnjoy stunning lake views, a private dock, and endless activities, including swimming, boating, fishing, and kayaking. Unwind on the spacious deck, gather around the fire pit, or take a short drive to downtown Naples for dining, shopping, and local attractions.brSmoking must be done outside the property, and guests must dispose of any smoking materials in the trash. brbrTrash thrown into the big Trash cans must be bagged. If they are not bagged you will be charged an extra fee.

Tri-Lake Escape: Brandy Pond

Naples, Maine, United States

Bath

6

Sleeps

Exceptional(14)

$509.8

Lakefront RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to your perfect Maine lakefront getaway on Brandy Pond, ideally located just minutes from the Naples Causeway. Set on a quiet cove with 250 feet of private shoreline, this home offers a peaceful, family-friendly setting with easy access to restaurants, shops, and Sebago Lake.brbrEnjoy your own sandy beach with gradual entry, perfect for kids, along with two docks, a swim platform, and included kayaks and paddleboards for endless time on the water. Whether you're swimming, fishing, or relaxing lakeside, everything you need is right outside your door.brbrInside, the home offers comfortable, functional space for groups, including four bedrooms plus additional sleeping in a separate boathouse, ideal for kids or teens. The updated kitchen makes group meals easy, while the living space and streaming TV provide a place to unwind after a full day outdoors.brbrRelax on the screened porch with lake views, enjoy morning sunrises, and spend evenings surrounded by nature on this private 1.5-acre wooded property, where loons, ducks, and even bald eagles are often seen.brbrLOCATION HIGHLIGHTSbrbrMinutes to Naples Causeway (restaurants, shops, nightlife)brEasy access to Sebago Lake boating and recreationbrQuiet cove setting with minimal boat trafficbrClose to hiking, fishing, and outdoor activitiesbrbrWhether you're planning a family vacation or a laid-back trip with friends, this lakefront Naples retreat offers the space, location, and waterfront experience that define a true Maine summer.brbrTHINGS TO KNOWbrStreaming services are available with guests' own account credentials.brOnly well-behaved dogs more than two years old are permitted.brFires inside or outside the house are prohibited without prior written permission.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 6 vehicles.brbrDock details: There are two cement docks about 22-feet long that remain in the water year-round, and the wooden raft is in the water seasonally. The water is about two feet deep near the dock and guests must provide their own ropes or other equipment. The cove in front of the house is a no wake zone making it an ideal area for swimming, paddle boarding and kayaking.brbrbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Naples Lakefront Retreat | Private Beach, Dock & Kayaks | Family + Dog friendly

Naples, Maine, United States

Bed

Bath

Sleeps

$696.23

Brandy ShoresbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis lakefront vacation cabin on the east side of Brandy Pond has three bedrooms, a renovated kitchen and bathroom, an open floor plan, and an all-season porch with beautiful views of the lake, the mountains, and the sunsets. Enjoy convenient, gradual-entry water frontage, two kayaks, and a paddle-board for your use. Cook on the old-fashioned charcoal stone grill and relax on the dock, the waterfront deck, or the outdoor fire-pit. This truly is a wonderful place to spend your summer vacation!brbrBrandy Pond, also known as Bay of Naples Lake, is a 740-acre lake in Naples, Maine, which is connected to Long Lake by the Chute River and to Sebago Lake by the Songo River. Moor your boat to the private dock, so it's ready for you to explore over 40 miles of waterway.brbrClose by is Naples Causeway where you’ll find boat and jet ski rentals, Songo River Queen cruises, Naples Seaplane Adventures, and Causeway Fun Mini Golf & Arcade. Captain Jack’s and Gary's Olde Towne Tavern offer food and live entertainment nearby. A convenient shopping center is a few minutes north on Route 302 and Point Sebago Golf Course is a few minutes south. Bridgton Twin Drive-In Theatre, Smitty’s Cinema, serving food and cocktails during your movie, and Seacoast Adventure Park, offering go-karts and a kids water playground, are less than 20 minutes away. There are so many options for a fantastic lake getaway!brbrParking notes: There is free parking available for 3 vehicles.brbrDock details: Guests are welcome to use the private 20-feet by 12-feet dock. The water is about six feet deep and no ropes or equipment are provided.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Cabin

Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard

Naples, Maine, United States

Bed

Bath

Sleeps

$416.46

Camp on BrandybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThe owner's love for this home shines through in the beautiful views of Sebago Lake, the sandy beach, and the convenient boating access. Guests will appreciate the quiet neighborhood, perfect for unwinding on the deck or screen porch for family dinners and cookouts. With two separate kitchens and swimming opportunities, this property is designed for relaxation and entertainment.brbrNearby attractions include Sebago Lake State Park, Songo River Queen, Naples Causeway for dining and shopping, local boat rentals, scenic flights over the lakes region, golf at Point Sebago, and nature walks and cycling trails. Whether you're seeking adventure or simply want to soak in the natural beauty of the area, there's something for everyone just a stone's throw away.brbrThis house is equipped with a range of amenities to enhance your stay, including lake views, a firepit, deck, patio, washer/dryer, internet, cable TV, beach access, and more. From cozy nights by the firepit to sunny days on the beach, this home offers the perfect blend of comfort and convenience. Don't miss the chance to experience all that Naples, ME, has to offer – book your stay today and create unforgettable memories in this charming lakeside retreat.brbrTHINGS TO KNOWbrStreaming services are available with guests' own accounts.brThe living room fireplace is not operational.brbrParking notes: There is free parking available for 3 vehicles.brbrDock details: brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake

Naples, Maine, United States

Bed

Bath

Sleeps

$279.2

Cozy CabinbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled in a superb region known for its tranquility and peacefulness, this lovely tiny home is the perfect launchpad for your adventures. This wooded retreat presents a traditional cabin, complete with a living area, kitchenette, and cozy bedroom and bathroom. Start your mornings with coffee on the covered porch. The kitchenette is appointed with a mini-fridge, two-burner stovetop, sink, coffee maker, and microwave for added convenience. brbrYour stay gains you access to the lake, located just a few minutes' drive from the home. Find a wonderful array of outdoor recreation and attractions nearby at the Naples Causeway. After amazing days, unwind for conversation and stargazing around the wood-burning firepit. brbrTHINGS TO KNOWbrThe kitchenette has a mini-fridge, two-burner stovetop, sink, coffee maker, and microwave.brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Cabin

Cozy wooded cabin with lake access, firepit & kitchenette

Naples, Maine, United States

Bed

Bath

Sleeps

$386.27

Naples Hideaway RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to this charming house in Naples, ME, where comfort and convenience await you amidst the beauty of Maine's Lakes Region. This family-friendly retreat offers a cozy atmosphere with modern amenities to ensure a truly enjoyable stay.brbrStep inside to discover a spacious living room, ideal for unwinding with loved ones, featuring a TV for entertainment and board games for friendly competition. A washer/dryer is also included for your convenience.brbrOutside, enjoy the game room equipped with foosball, dart board, and an outdoor fire pit, perfect for evening gatherings under the stars.brbrBeyond the property, Naples and its surroundings offer abundant activities. Explore Sebago Lake State Park for swimming, boating, and hiking, or venture onto Long Lake for fishing, kayaking, and scenic cruises. Stroll the Causeway for waterfront views, local dining, and boat rentals. Family fun awaits with scenic tours on the Songo River Queen or golf outings at nearby courses. In winter, Shawnee Peak offers skiing and snowmobiling adventures.brbrWith internet access and streaming services like Netflix, this Naples retreat is your perfect home base for a memorable family getaway. Reserve now and create lasting memories in this inviting retreat!brbrThings to KnowbrbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Charming Retreat House with Game room and Outdoor Firepit

Naples, Maine, United States

Bed

Bath

Sleeps

$1015.26

spacious log cabin with four full bedrooms three full bathrooms, newly updated kitchen granite counter and stainless steel appliances. House also includes living room, loft with sleep sofa, basement has large game room, and a 3 season screened in porch. Lake has deep water dock on mast cove which is 1 mile away from downtown naples. Wifi and air conditioning we only rent 3 weeks out of the year no dogs or cats please.

long lake sandy entrance private dock on mast cove.

Naples, Maine, United States

Bed

Bath

Sleeps

$1308.0

Private and tranquil lakeside home with many amenities & spectacular views on Long Lake. Summer seasonal bookings are Sunday to Sunday.brbrLocated on a private dead-end street with 230 ft waterfront. Sleeps 12+. brSteps away from the water with large dock, walk-in sandy beach/swimming area and ample yard with fire pit & picnic tables. The porch is a perfect spot to sit by the lake, watch eagles fish, listen to loon calls and take in spectacular sunsets. brbrJust a few steps is all it takes to enter the first floor from outside into a sprawling open-concept living/kitchen/dining area with fantastic views of the lake. With two private & spacious bedrooms with queen beds and a bathroom with walk-in shower makes the first floor comfortable for single floor living.brbrThe second floor provides two additional spacious bedrooms and a full bathroom plus a master bedroom/bath. Each has a queen & twin beds. brPlenty of room for families.brbrCentral air conditioning throughout the house.brbr5 minute drive to the Naples Causeway where you can find restaurants, shops, pizza, ice cream, marinas and all the great summer lakeside amenities for the whole family. brbr10 minute drive to Bridgeton with additional restaurants, shops, movie theater, hiking trails and a large grocery store. Also a Drive-in Theater!brbrRentals are from Sunday - Sunday, one week (7 nights) minimum. brMaximum occupancy: 12 People including children: no more than 8 adults.

Relaxing Long Lake Summer Retreat for the Whole Family

Naples, Maine, United States

5

Bed