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Vacation rentals in Waterboro

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Quick stats about vacation rentals in Waterboro

  • Total vacation rentals

    Explore 60 vacation rentals in Waterboro

  • Nightly prices starting at

    Waterboro vacation rentals start at G$8,366 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,000 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Waterboro vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Waterboro rentals

  • 4.8 Average rating

    Waterboro stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Waterboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

4.91 out of 5 average rating, 601 reviews
Top guest favorite
Tiny home in Waterboro

Enchanting Artist Retreat

Enjoy this enchanting cottage set in nature. Only 35 minutes from Portland & close to hiking trails. Listen to the owls & wind while enjoying a fire in the pit. Fresh muffins in the morning, baked by Barb. We offer a queen-sized Tempur-Pedic bed with comfy cotton bedding. Air conditioner for hot days and a NEW gas stove for chilly nights. Our Bathroom Greenhouse has a shower & a green Compostable toilet. ( changed daily) We provide bathrobes, hand soap, body wash, shampoo & conditioner.

4.91 out of 5 average rating, 87 reviews
Top guest favorite
A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.
Cottage in Acton

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

4.99 out of 5 average rating, 184 reviews
Guest favorite
Home in Limerick

Lakefront Getaway

Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

4.93 out of 5 average rating, 148 reviews
Guest favorite
A wooden dock extends into a calm lake, reflecting the clear blue sky. Lush greenery lines the shore, complementing the serene water's surface. Fluffy white clouds drift overhead, creating a peaceful outdoor setting.
Home in Limerick

Sokokis Lake House

The perfect place for friends & family getaways. The boat dock & fire pit are perfect for relaxing. It has everything you want: fully stocked kitchen, linens, towels, grill, dock, stand up paddle board, kayaks, life jackets, games, books wifi, cable, smart tvs, free parking & many more amenities. 2 hours from Boston 45 min to Portland, Lake Winnipesaukee, Old Orchard Beach, Sebago. Snowmobiling & lake in the back yard! Groceries, restaurants, & general store all within 1/2 mile.

4.89 out of 5 average rating, 129 reviews
Top guest favorite
A charming red house is nestled among lush green trees. Numerous windows illuminate the front of the house, reflecting the natural surroundings. A wooden entrance with a small staircase leads to the door, while a gravel driveway provides access.
Home in Lake Arrowhead

Lake Arrowhead, Maine Waterfront House

Amazing 4 bedroom/4 bathroom lakefront house! Lake Arrowhead is a perfect family destination for all seasons. In the summer, lake life has great swimming, boating, fishing, and ATV trails. The fall season is amazing for hiking, biking and ATV'ing, fishing, and leaf peeping. Winter months offer great snowmobiling, skating and fishing, and cross-country skiing. Perfectly located for day trips into Portland, Kennebunk, Freeport, Kittery, and Old Orchard Beach.

4.95 out of 5 average rating, 80 reviews
Top guest favorite
The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.
Home in Hollis

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

4.99 out of 5 average rating, 503 reviews
Top guest favorite
An aerial view captures a spacious home nestled among tall trees on the edge of Balch Lake. Two private docks are visible along the shoreline, complemented by a grassy area that leads to a sandy beach. The calm water reflects the surrounding greenery.
Home in Newfield

Peaceful 4 bedroom lakehouse retreat

Beautiful four bedroom two bath home located on Balch Lake in West Newfield Maine. Two private docks and your own boat launch. Sandy beach area on the south side of the house receives lots of sunshine. Take out kayaks or pedal boat to explore Balch Lake! Updated kitchen and a magnificent view of the lake from the living room. Relax in the shade under 2 motor canopies on the deck off of the master bedroom. Enjoy a barbeque and go for a swim at this hidden gem.

4.98 out of 5 average rating, 44 reviews
Top guest favorite
A relaxing outdoor area is shown, featuring several seating options around a fire pit. Two cabins can be seen, with one situated on a hill and the other by the water. A sun umbrella provides shade, surrounded by trees and nature.
Chalet in Standish

Blueberry Hill

Beautiful property located on Watchic Lake in Standish Maine. Clear clean spring fed lake. 25 minutes to Portland with access to shopping, restaurants and entertainment. 45 minutes to North Conway New Hampshire. Where you wil find plenty of shopping, restaurants and winter skiing. Property includes use of Main Chalet home year round and two additional cabins each sleeping 4 are available from May-Oct. Great for extended families and friends.

4.96 out of 5 average rating, 261 reviews
Top guest favorite
A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.
Home in South Berwick

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

5.0 out of 5 average rating, 146 reviews
Guest favorite
Cottage in Lyman

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Waterfront getaway! Enjoy this cozy cottage year-round, set right on the pond with your own private dock for swimming and floating. Relax by the fireplace under twinkle lights or explore nearby trails for hiking, ATV, or snowmobiling. Take advantage of the kayaks and canoe, or unwind indoors with Smart TVs and DVDs. Just a short drive to Kennebunkport’s beaches, shops, and restaurants—perfect for a peaceful retreat.

4.83 out of 5 average rating, 120 reviews
Top guest favorite
Home in Waterboro

Owl’s Nest Cabin with Hot Tub Near Lake & Trails

Escape to Owl’s Nest, a private wooded cabin with a hot tub, direct trail access, and lake access just across the road. Relax in the hot tub after a day of kayaking, hiking, or exploring nearby ATV and snowmobile trails. This cozy retreat sleeps 5 with a king bed and bunk beds, and features an open living space, private deck with BBQ, fire pit, hammock, and horseshoe pitperfect for a quiet, year-round getaway.

5.0 out of 5 average rating, 63 reviews

Popular amenities for Waterboro vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Waterboro's top sights

Kennebunk Pond

6 locals recommend

Little Ossipee Pond

4 locals recommend

Gneiss Brewing

13 locals recommend

Woodland Valley Disc Golf

12 locals recommend

Bunganut Pond

6 locals recommend

Ossipee Hill

5 locals recommend

Lake side house rentals in Waterboro

Guest favorite
Home in Shapleigh

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard

4.96 out of 5 average rating, 191 reviews
Top guest favorite
The lakefront property is nestled among trees, showcasing a charming house with large windows and a deck. A private dock extends into the calm water, providing space for seating. A sandy beach area leads to the water's edge, creating a serene natural setting.
Home in Limerick

Waterfront, Wood stove & Private beach, Solo Stove

5.0 out of 5 average rating, 142 reviews
Top guest favorite
The lodge-style home stands amid tall trees, showcasing a modern dark exterior. A gravel driveway leads to the house, which features a welcoming front entrance. The surrounding landscape is dotted with seasonal foliage, providing a serene setting.
Home in Standish

Beautiful Home w-Hot Tub & Pond access

4.99 out of 5 average rating, 132 reviews
Guest favorite
Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

4.97 out of 5 average rating, 197 reviews
Top guest favorite
Home in Wakefield

Enjoy Fall Foliage at the Lake

4.97 out of 5 average rating, 111 reviews
Top guest favorite
The exterior of the home is showcased at dusk, featuring large windows that reflect warm light. The two-story structure is framed by trees, with a deck visible on the upper level and stairs leading down to the ground. A serene natural setting surrounds the property.
Home in Shapleigh

Extraordinary Lakefront Retreat with Private Beach

5.0 out of 5 average rating, 69 reviews
Top guest favorite
A charming lakefront house is visible, surrounded by tall trees and natural greenery. A wooden staircase leads to the front door, framed by flower pots. A paved driveway extends toward the house, contrasting with the grassy area nearby.
Home in Limerick

Charming Limerick Lake House

4.95 out of 5 average rating, 43 reviews
Top guest favorite
Home in Shapleigh

Cottage on 50 Acres | Lakeside + Tennis + Hot Tub

4.98 out of 5 average rating, 54 reviews

Other great vacation rentals in Waterboro

Guest favorite
A well-appointed sleeping area features a spacious bed with a navy blue coverlet. A wooden side table holds a lamp, providing soft light. An air conditioning unit sits in the window, while shelves and curtains in muted colors complement the room's warm atmosphere.
Home in Waterboro

Mountain View Getaway 4Season Maine

4.94 out of 5 average rating, 16 reviews
Top guest favorite
A natural landscape features a gentle slope leading to a serene waterway. Tall trees frame the view, with a path made of wooden steps guiding towards the water's edge. Lush green vegetation surrounds the area, creating a tranquil and inviting atmosphere.
Apartment in Limerick

The Getaway at Lake Arrowhead

5.0 out of 5 average rating, 14 reviews
Guest favorite
The exterior of a spacious farmhouse features a light grey facade with a metal roof and red shutters. A large gravel driveway leads to a dual garage, while a lush green lawn is surrounded by dense trees. A welcoming front porch is visible with steps leading up to the entrance.
Home in Waterboro

Maine Guest House

4.91 out of 5 average rating, 33 reviews
Guest favorite
The exterior of a log cabin features warm wood siding and a green door, marked with a sign reading 'Province 4.' A wall-mounted light fixture adds a welcoming touch, while a decorative wreath on the door enhances the inviting atmosphere.
Cabin in Shapleigh

Cozy Log Cabin

5.0 out of 5 average rating, 12 reviews
Top guest favorite
Home in Limerick

5 Acre Lakefront Getaway

5.0 out of 5 average rating, 13 reviews
Top guest favorite
A lakeside view features a charming house framed by lush trees, with wooden decking and patio space visible. A swimming platform can be seen off shore, accompanied by a couple of colorful chairs. The water reflects the surrounding greenery and the structure, creating a serene ambiance.
Guest suite in Lyman

Studio, listen to the loons at Bunganut Lakefront

4.92 out of 5 average rating, 98 reviews
Guest favorite
A serene outdoor space features a private dock extending into a pond, surrounded by vibrant greenery. The decked area in front of a modern home includes blue seating and two boats, inviting relaxation and enjoyment by the water.
Cabin in Lyman

Eagle Island on Wadleigh Pond

4.89 out of 5 average rating, 61 reviews
Guest favorite
A private dock extends into calm waters, featuring a small table and two lounge chairs beneath a vibrant red umbrella. Surrounding trees create a serene backdrop, with autumn leaves scattered across the wooden deck.
Cottage in Shapleigh

Serene Lakefront Retreat in Southern Maine

4.97 out of 5 average rating, 30 reviews

When is the best time to visit Waterboro?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,267 GYDG$39,738 GYDG$37,437 GYDG$38,065 GYDG$41,620 GYDG$50,195 GYDG$61,698 GYDG$58,561 GYDG$41,829 GYDG$41,829 GYDG$30,326 GYDG$41,829 GYD
Avg. temp-4°C-3°C1°C7°C13°C18°C21°C21°C16°C10°C4°C-1°C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Waterboro?

    Four-legged friends are welcome in Waterboro. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Waterboro?

    Yes! Work meets play with ease at over 20 vacation rentals in Waterboro featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Waterboro?

    Waterboro has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Waterboro?

    Experience the best of Waterboro with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Waterboro vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Waterboro, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Waterboro have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Waterboro. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Waterboro have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Waterboro. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Waterboro have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Waterboro. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Waterboro have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Waterboro. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Waterboro?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore