Vacation rentals with a pool in Wells

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wells

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
Condo in Wells
4.98 out of 5 average rating, 51 reviews

Our Happy Place!

Our newly renovated coastal themed unit is located one mile from beautiful Wells Beach and directly behind Maine's famous Congdon's Doughnuts. The dining options are endless whether you're looking for something as casual as a food truck or overlooking the sunset from Billy's Chowder House; there's something for everyone. Please note, the pool, hot tub and outdoor amenities are typically available Memorial Day through early October. Guests must bring their own queen sheets & beach/bath towels.

Guest favourite
Home in Arundel
5 out of 5 average rating, 6 reviews

Designers Dream Home with Pool!

Discover this brand-new, beautifully appointed 2-bedroom home nestled within a secure, private community surrounded by 200 acres of preserved natural beauty. Enjoy full access to outdoor heated pools, a clubhouse featuring a game room (with ping pong, foosball, shuffleboard, and a poker room), and a fully equipped fitness center to keep you on routine. Mingle with fellow guests at the clubhouse or relax in your peaceful, private backyard, and enjoy the perfect balance of activity and serenity.

Guest favourite
Condo in Wells
4.9 out of 5 average rating, 101 reviews

Starfish Condo Wells Beach

Enjoy the amazing sunrise as well as marsh and ocean views from this spacious just renovated one and a half bedroom condo with queen bed and queen Murphy bed. Fully equipped kitchen with granite counter tops and stainless steel appliances. Updated full bath with tub. Located within walking distance to many local area restaurants. After a fun filled day on the beach relax by the salt water pool or in the hot tub. Shared gas grill, picnic area, playground and basketball hoop. Parking for one car

Top guest favourite
Place to stay in Shapleigh
5 out of 5 average rating, 113 reviews

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Top guest favourite
A spacious living area features large windows with natural light entering from outside, highlighting the blue walls. Comfortable seating includes a sectional and a leather ottoman. A decorative lamp and stylish clock add to the serene ambiance, while views of the surrounding greenery are visible.
Cottage in Wells
4.98 out of 5 average rating, 66 reviews

2 BR house, close to Ogunquit, w/ AC + golf cart!

One of the largest air-conditioned, 2 bedroom houses at the luxury Seaglass Village. Our cottage is located at the end of a quiet cul de sac, a short walk to the pools, hot tub, clubhouse, gym, and tennis court. We offer parking for 2 cars, a gas grill, in-unit washer and dryer, cable, wifi, desks, and a dining room table for 6 people. Beach and bath towels, pool noodles, and toiletries provided. We also offer a golf cart for free - which many other places charge an extra $400/week to use.

Top guest favourite
A charming cottage entrance is framed by lush green bushes and vibrant flowers. A brick path leads to a screen door, accentuated by a decorative window and window boxes. Mature trees provide shade, adding to the serene outdoor setting.
Guesthouse in Wells
4.97 out of 5 average rating, 29 reviews

Cozy and private guest cottage near the beach

Spend a care-free week near the beach! Everything you need is right here in this cozy seasonal cottage within walking distance to the ocean, great ice cream, and centrally located to all the antique shops, restaurants, and site seeing you can imagine. And if you get tired of the beach, hang out in our fenced in yard with an in-ground pool and fire pit! There is a 2 adult limit, and there are NO pets allowed. Free parking, wifi, cable TV Please note: Cottage is not handicap accessible

Top guest favourite
A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.
Cottage in Wells
4.95 out of 5 average rating, 166 reviews

Cozy Cottage with Ocean Views, Wells Maine

Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

Top guest favourite
Cottage in Wells
5 out of 5 average rating, 77 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

Your Year-Round Oasis in Seaglass Village close to Ogunquit Maine! Nestled within a picturesque resort community in the heart of Maine, "Paradise Found" is more than just a cottage; it's your ultimate year round retreat. Immerse yourself in comfort and convenience with newly updated furniture, a modern kitchen featuring granite countertops, central AC and heating throughout the home, an in unit washer and dryer, wifi, cable and a delightful golf cart to explore this coastal haven.

Guest favourite
The exterior of the studio is shown, featuring a main entrance with large windows that provide natural light. A charcoal grill is positioned nearby, along with two blue adirondack chairs on a simple porch. The area is surrounded by gravel and concrete, with green grass visible in the background.
Cottage in Wells
4.93 out of 5 average rating, 69 reviews

Cottage in Wells Maine

Welcome to “Sea-clusion”, Come and enjoy a weekend or the week in this newly updated attached studio. Sleeps up to four with a king size bed and a comfortable full size futon. The kitchen is fully equipped to cook your favorite meal or you may choose to enjoy one of the several options within walking distance. Relax after a day at the beach on the large enclosed porch or cook on your grill right outside the front door. Kayaks are right at the marina. We hope you enjoy your stay!

Top guest favourite
A cozy lounge area features a green patterned armchair and a sofa adorned with pillows. Natural light filters through the large windows, illuminating a potted plant on a side table and a soft area rug beneath. Light curtains frame the scene, creating a warm ambiance.
Apartment in Rosemont
4.99 out of 5 average rating, 334 reviews

Tower Suite w/ Hot Tub, W/D, & Parking

This newly renovated, gorgeous, spacious suite, located on the 3rd floor of our 1865 mansion, is just 10 mins to downtown and the airport. Relax by the firepit or soak in our hot tub and enjoy our gardens. We are owner-operated. The suite includes a newly renovated bath with rain shower and radiant floor heating; W/D; lounge and kitchenette w/ work table; and a large bedroom. Our half-acre yard provides ample space for privacy. Level 2 EV station is available #allarewelcome

Guest favourite
A comfortable living area features a navy blue sofa adorned with decorative pillows. Large windows allow natural light to illuminate the space, offering views of greenery outside. A coffee table with decorative items rests on a patterned rug, and a ceiling fan is visible overhead.
Condo in Wells
4.86 out of 5 average rating, 21 reviews

The Ocean's Belle

Discover the charm of Wells at The Ocean's Belle, a cozy resort just moments from some of the best beaches Maine has to offer. This inviting 1-bedroom, 1-bathroom rental is perfect for those seeking a serene getaway. Enjoy this completely renovated condo with comforts like air conditioning, high-speed wireless internet, and a fully equipped kitchen—new everything. The Ocean's Belle is a cozy place to relax, enjoy beautiful views, and unwind comfortably.

Top guest favourite
An inviting entrance is framed by a white picket fence and an archway adorned with greenery. Stone pathways lead to the double front doors of the charming home, complemented by lush landscaping and mature trees, creating a welcoming coastal atmosphere.
Condo in Kennebunkport
5 out of 5 average rating, 11 reviews

Stylish Designer Retreat on Langsford with Pool

KPort Concierge warmly invites you to The Langsford, your ideal coastal retreat in Cape Porpoise. Immerse yourself in the quintessential coastal Maine experience with this luxury one-bedroom property in Cape Porpoise, a historic lobster village that beautifully blends history with modern charm. This upscale townhome features a stunning in-ground pool, fire pit, and grill, all set amidst gorgeous landscaping, providing an idyllic setting for relaxation.

Popular amenities for Wells rentals with a pool

When is the best time to visit Wells?

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Quick stats about vacation rentals with a pool in Wells

  • Total vacation rentals

    Explore 270 vacation rentals in Wells

  • Nightly prices starting at

    Wells vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    270 of Wells vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wells rentals

  • 4.8 Average rating

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

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