Home Vacation Rentals By Owner In Naples, ME

Showing 40 Of 95 Vacation Rentals
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Exceptional(3)

$1733.72

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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 7

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Bath 3

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Sleep 20

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Exceptional(3)

$628.66

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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.
Bed 4

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Bath 3

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Sleep 10

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$275.52

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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.
Bed 2

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Bath 1

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Sleep 5

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$918.72

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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!
Bed 4

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Bath 2

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Sleep 10

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Exceptional(48)

$695.44

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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!
Bed 5

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Bath 4

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Sleep 13

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Exceptional(3)

$398.87

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Private Vacation Home

Traditional Waterfront Maine Cottage on Long Lake with great swimming.

Naples, Maine, United States

Discover the charm of a traditional waterfront Maine cottage on Long Lake in Naples, nestled in the scenic Sebago Lake Region. This idyllic getaway features a level yard perfect for outdoor activities and excellent swimming conditions right at your doorstep.brbrJust a short drive or boat ride away, you’ll find the vibrant Naples Causeway, where you can enjoy dining, ice cream, and a variety of activities. For more entertainment, head to nearby Bridgton for movies, shopping, and an array of restaurants.brbrExplore over 40 miles of boatable waterways connecting Long Lake, Brandy Pond, and Sebago Lake via the picturesque Songo River. Enjoy the daily sight of the Songo River Queen passing by, adding a touch of classic charm to your stay.brbrEvenings are best spent around the large fire pit, creating unforgettable memories under the starlit sky. Take advantage of the provided kayaks and canoe for a peaceful paddle along Long Lake, or try your hand at fishing from the boat or off the dock. Keep an eye out for majestic Bald Eagles that frequently grace the area.brbrFor boating enthusiasts, the dock accommodates up to a 22' boat. Boats up to 25' can be moored to protect them from wave action when not in use.brbrCome and experience the perfect blend of relaxation and adventure at our waterfront cottage on Long Lake.brbr2026 Rates: $450/night PEAK season; $295/night LOW/OFF season br(June 12 - 19 and June 19 - 26 will be Friday - Friday rentals, all other weeks will rent Saturday - Saturday)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.
Bed 4

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Bath 2

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Sleep 8

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$343.35

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Cabin

Waterfront Maine cottage! Next to Sebago Lake State Park!

Naples, Maine, United States

New to VRBO!!! brEnjoy your family getaway in Naples, Maine, at the Crooked Cottage located directly on the Crooked River, uniquely positioned between Sebago Lake and Long Lake, and a bike ride from Sebago Lake State Park. With this unique positioning, you can boat to either lake for a different daily experience. Spend your days on the sandbar on Sebago! Fish, swim, and kayak to your heart's desire, right from your front door. Much more private than lakeside you'll have your own, private grounds giving you the campground feeling with a sandy beach for your family's enjoyment. Play volleyball or badminton, or simply put your tube in the water on one side of the property and float around the peninsula to the other. Your own natural lazy river! (our favorite pastime!) Enjoy your nights around the campfire, under the stars.brVisit the Naples Causeway when you're looking for some excitement. Take the Songo River Queen, rent jet skis or people watch to your heart's desire. SeaCoast Funpark is a short drive away.brbrLeef peep and hike in the fall, as trails are all around you. In the winter months, you're minutes from the ITS snowmobile trails, country skiing, and snowshoe trails. If downhill skiing is your thing, you've got Pleasant Mountain, Sunday River, and others a short drive away. 45 minutes in either direction will get you to Portland, Maine, or North Conway, NH. brbrThe kitchen is fully functioning with all the appliances and utensils you need. Just bring your food and drinks! Open floor plan with a bar that seats 6, and outdoor dining includes spacious seating on the patio and fire pit. A grill is available.brbrOther items to note:brLiability waiver: You understand when renting this property that swimming is at your own risk and that special risk may be involved with staying on the riverfront. You accept all responsibility for any bodily injury arising from swimming, docking, or staying on the riverfront and hold the owner harmless. You understand that there are potential dangers that swimming, docks, or staying on the riverfront may present to children who are not carefully supervised. Additionally, there may be dangers if a person has health risks or other physical limitations. You agree to be entirely solely responsible and assume all responsibility for yourself and those in your party. You also waive any claim against owners (s) for accidents or losses and acknowledge that this Liability Waiver constitutes a binding and enforceable contract between yourself and the VRBO Host: no smoking or pets. Swim at your own risk. Please note the river drops off quickly and there is a current, sometimes very slow and sometimes a little quicker.
Bed 3

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Bath 2

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Sleep 6

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$568.09

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Private Vacation Home

NEW! Modern Long Lake Retreat with Beach Access Near Naples Causeway

Naples, Maine, United States

Be among the first to experience this stunning brand new build in the heart of Naples, Maine. Thoughtfully customized with beautiful artwork and carefully curated finishes throughout, this 4-bedroom, 3-bathroom retreat offers the perfect blend of modern comfort and unique charm. Designed with gathering in mind, the home features spacious indoor and outdoor living areas, creating an inviting atmosphere for families and friends to relax together. Cozy up beside the electric fireplace while enjoying meals at the dining table or unwinding after a day on the lake in the open-concept living room.brbrStep outside onto the expansive deck and enjoy the refreshing breeze coming off Long Lake. Just down the road, you'll find access to a sandy association beach where you can spend your days swimming, sunbathing, or simply soaking in the peaceful lakeside setting. From the property, enjoy views of the Naples Causeway and watch the iconic Songo River Queen II cruise across the water.brbrLocated just a 2-minute drive from the Naples Causeway, you’ll be close to local restaurants, ice cream stands, shops, live entertainment, and family-friendly activities. Whether you're looking for a relaxing lakeside escape or a fun-filled summer getaway, this one-of-a-kind home offers the perfect place to experience everything the Sebago Lake Region has to offer.brbrbr2026 Rates: $485/night PEAK season; $430/night LOW season; $350/night OFF seasonbrbrbr* Sheets, pillowcases, beach towels, and bath towels not provided - Optional linen service is 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 4

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Bath 3

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Sleep 8

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Exceptional(11)

$915.06

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Private Vacation Home

Lakeside Escape-Kayak|Fire Pit|HotTub|Game room

Naples, Maine, United States

Welcome to your perfect Maine escape! Nestled in the heart of Naples, this charming retreat offers a cozy and comfortable stay on Long Lake and easy access to Sebago Lake. Whether you're here to enjoy water activities, explore local trails, or simply relax, this home provides the perfect setting for your getaway. Fall is a great time for enjoying the beautiful foliage. Ski Pleasant Mountain Ski Resort, a short drive away.brbrPleasant Mountain Ski Resort - 25 min brSebago Lake State Park -5 minbrSongo River Queen II -2 minbrSteamboat Landing Mini Golf -3 minbrNaples Seaplane Adventures -2 minbrbrExplore Maine magic with us & Learn More Below!brbrKEY FEATURES:br☀ Water Frontbr☀ 2 Firepitbr☀ Hot Tubbr☀ Fireplacebr☀ Game Roombr☀ 2 Car Garagebr☀ Ping Pong Tablebr☀ Sunroombr☀ Lawn Gamesbr☀ Boat Docksbr☀ Picnic Area w/ BBQ grillbr☀ Kayaks w/ Life jacketsbr☀ Fully Equipped Kitchenbr☀ Chiminea - outdoor nights by the waterbrbrbr☆☆ BEDROOMS ☆☆brBedroom 1: King-size bed, plush bedding, and ample storage space for a restful retreat.brbrBedroom 2: Queen-size bed, cozy ambiance, and plenty of natural light.brbrBedroom 3: A fun-filled bunk room featuring 2 bunk beds (1 full, 3 twins) and a queen pullout, perfect for kids or larger groups.Additional Sleeping: A full pullout couch is available in the sunroom for extra guests.brbrbr☆☆ BATHROOMS ☆☆brMain Floor: Spacious full bath with a walk-in shower for easy access and convenience.brbrBasement Level: Full bath with a shower and bathtub, freshen up after a day of adventure.brbrbr☆☆ KITCHEN & DINING ☆☆brKitchen: Fully equipped with everything you need to prepare delicious meals, including a breakfast bar with seating, a blender, coffee maker, cooking utensils, Crockpot, dishware & flatware, microwave, spices, and a toaster.brbrDining Area: Enjoy meals with a stunning lake view from the dining table, which comfortably seats eight.brbrbr☆☆ LIVING & ENTERTAINMENT SPACES ☆☆brLiving Room: Gather around the fireplace in the cozy living area with comfortable couches, perfect for relaxing after a day on the lake.brbrGame Room: A dedicated entertainment space featuring Smart TVs, air hockey & pool table, and a collection of board games for family fun.brbrSunroom: Overlooking the lake, the sunroom provides a peaceful escape with binoculars for bird watching and stargazing. Smart TV for movie nights.brbrbr☆☆ OUTDOOR SPACE & LAKEFRONT AMENITIES ☆☆brStep outside to your private waterfront paradise! This home boasts an expansive yard and incredible lake access with the following features:br✔ 134 feet of private lakefront with breathtaking viewsbr✔ Barefoot-Friendly Sandy Bottom Accessbr✔ Private yard with comfortable seatingbr✔ 7 person Hot Tubbr✔ Outdoor dining area with a gas grillbr✔ Two fire pits, perfect for evening gatheringsbr✔ Two private boat docks for easy lake accessbr✔ Three kayaks available for guests, complete with life jacketsbr✔ Paddle boat available for your usebr✔ Chiminea for cozy outdoor nights by the waterbr✔ 2 car garage with ping pong tablebrbrbr☆☆ NEARBY ATTRACTIONS & AMENITIES ☆☆brLocated in the heart of Naples, this home offers easy access to local attractions and outdoor adventures:br✔ Sebago Lake State Park – 5-minute drivebr✔ Songo River Queen II Scenic Cruises – 2-minute drivebr✔ Steamboat Landing Mini Golf – 3-minute drivebr✔ Naples Causeway – Walking distance or 2-minute drive to restaurants, shops, and boat rentalsbr✔ Pleasant Mountain Ski Resort – 25-minute drive for winter sports loversbrbrbr☆☆ OTHER DETAILS TO NOTE ☆☆br-We have an additional Guest Agreement separate from the booking platform. By booking this home, you agree to this process. The Guest Agreement is a legal document from our law firm that details the rules and policies for staying here.brbr-After you book, you'll receive a message with a link to the Renter's Agreement. Please read it carefully and sign it to complete your booking. Signing this agreement is required for your stay in our home.brbr-Unexpected circumstances can arise - we HIGHLY recommend purchasing traveler's insurance.brbr-Please note that we permit a maximum of 2 dogs on this property, preferably aged 2 years and above. Also, there is a pet fee of $50 p/night. No breed restrictionsbrbr-No Partiesbr-No Smokingbr-No illegal activitybr-No fireworksbr-Only registered guests allowedbrbrbrbr☆☆ WHY YOU'LL LOVE IT HERE ☆☆brbrThis home offers the perfect blend of relaxation and adventure. Whether you're spending your day kayaking on the lake, gathering around the fire pit under the stars, or enjoying a game night in the entertainment room, this vacation retreat has something for everyone. Fall is an amazing time for relaxing in the hot tub, leaf peeping and apple picking!brbrBook now and start making unforgettable memories in Naples, Maine!
Bed 3

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Bath 2

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Sleep 11

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