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Vacation rentals in Waterboro

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Top-rated vacation rentals in Waterboro

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

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Guest suite in Lebanon

4.99 out of 5 average rating, 134 reviews

Rustic Rose Cottage of Historic West Lebanon

Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

Loft in Kennebunk

4.95 out of 5 average rating, 170 reviews

Private Modern Loft featured in Maine Home+Design

Experience the tranquility of staying in a PRIVATE STUDIO LOFT IN SEPARATE BLDG. overlooking 13 acres of private land abutting 600 acres of Alewive Brook Preserve while being 20 minutes to several area beaches and swimming lakes. The land is full of walking trails, fishing pond, biking trails and is conveniently only 7 minutes from the highway. Immaculate with wood floors, comfy queen size bed with Tempur-pedic mattress , 400 thread count soft 100 % cotton sateen sheets and high speed Internet.

Home in Acton

4.98 out of 5 average rating, 163 reviews

The ZEN welcomes you, your home away from home.

The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

Treehouse in Sanford

4.93 out of 5 average rating, 208 reviews

Luxury Year-round Treehouse with private hot tub

Skyframe 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.

Cottage in Acton

4.99 out of 5 average rating, 112 reviews

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake. Swing in the hammock while listening to the cry of the loons. Or enjoy your morning coffee overlooking the quiet cove from your covered porch. 100 feet of shoreline in the calm 3rd basin of the lake. This entire basin is a "no-wake" zone which allows safe swimming for the whole family. Enjoy fishing, search for turtles, or explore beyond the cove using the canoe, kayaks, or paddle boards. Dock your own boat at the 24' aluminum dock.

Guest suite in Lebanon

4.96 out of 5 average rating, 199 reviews

Maple Moon Farm, stay at a historic Maine farm! 1

Come and stay awhile! Unwind and enjoy a relaxing stay in our 1790’s farmhouse with many original features, situated on 120 mostly-wooded acres in southern Maine. Our farm features a commercial maple syrup operation, 200 high bush blueberry plants, a vegetable garden, pumpkin and berry patches, a variety of fruit trees, honeybee hives, miles of old logging roads for walks, skiing/snowshoeing, meandering brook, patio and outdoor fireplace, free-range chickens, and two large rescue farm dogs.

Home in Lebanon

4.96 out of 5 average rating, 212 reviews

Tranquility, Relaxation, Family, Romance

Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Home in Limerick

4.93 out of 5 average rating, 115 reviews

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.

Guesthouse in Hiram

5 out of 5 average rating, 101 reviews

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Farm stay in Buxton

4.96 out of 5 average rating, 228 reviews

Little River Flower Farm - Cottage

Post & Beam Cottage, rustic knotty pine interior. Five miles to Gorham Center close to USM, 20 minutes to St. Josephs College on Sebago Lake, easy 30 minute drive to Portland, 12 miles to the PWM Jetport. Centrally located to many of Maine's finest breweries: Sebago Brewing, Mast Landing, Funky Bow, Nonsuch, Sea Dog, Barrel Souls, Bissell Brothers. Many local hiking trails including trails right here at our farm. Portland boasts of the finest restaurants in the state.

Cabin in South Berwick

5 out of 5 average rating, 126 reviews

Romantic A-Frame cabin in the woods

Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Home in Hollis

4.99 out of 5 average rating, 401 reviews

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.

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Popular amenities for Waterboro vacation rentals

Free parking on premises

Air conditioning

Stay near Waterboro's top sights

Gneiss Brewing Company11 locals recommend

Hannaford Supermarket10 locals recommend

Doles Orchard9 locals recommend

Woodland Valley Disc Golf8 locals recommend

Woody's Sports Grille7 locals recommend

Cozi Corner Cafe & Ice Cream6 locals recommend

Other great vacation rentals in Waterboro

Home in Limerick

5 out of 5 average rating, 17 reviews

It’s a shore thing….

Tiny home in Gorham

5 out of 5 average rating, 23 reviews

The Chickadee Tiny House

Cabin in Arundel

4.9 out of 5 average rating, 62 reviews

euphemia’s farmside cabin

Home in Newfield

4.92 out of 5 average rating, 12 reviews

Whispering Pines, Shapleigh Pond

Religious building in Shapleigh

5 out of 5 average rating, 45 reviews

Historic Schoolhouse c1866 / Pets OK / Hot tub

Cabin in Kennebunk

4.98 out of 5 average rating, 85 reviews

HotTub/5min to K-port, Pet friendly, @anchorunwind

Cottage in Waterboro

4.95 out of 5 average rating, 20 reviews

Quintessential Maine Lakefront Cottage

Home in Sebago

5 out of 5 average rating, 36 reviews

Raven Stone A-Frame Retreat

Quick stats about vacation rentals in Waterboro

Total rentals
50 properties
Total number of reviews
2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

Frequently Asked Questions

Are there family-friendly vacation rentals in Waterboro?
Waterboro has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Waterboro have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Waterboro. Enjoy a tailored experience with all the comforts you desire.
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.
What are the most popular amenities for House Rentals in Waterboro?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with wireless internet, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 wireless internet?
Absolutely! We offer over 20 house rentals with wireless internet in Waterboro. Enjoy a tailored experience with all the comforts you desire.

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