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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Guest favourite
A luxurious queen bed is adorned with intricate linens and decorative pillows. Two bedside lamps provide soft lighting, and large windows dress the space with natural light, framed by sheer curtains that enhance the overall elegance.
Apartment in Cape Elizabeth
4.87 out of 5 average rating, 589 reviews

Portland & Beach & Lighthouses! Romantic! Lovely

Location! You get the BEACH + Portland in minutes! HUGE BEDRM Romantic canopy bed w/ lux linens Chaise lounge couch turns into twin bed TV Giant mirror for weddings etc 35’ Great Rm w/ TV Kitchen *quality pots etc New Q Sofa Bed Priv entrance Beachy Light filled tall ceilings Spacious for 2-can fit 5 pond/bridge firepit 2 decks+patio Teak Furniture Open views New bthrm A/C Parking No stairs/Garden Level All in Cape: Crescent Beach 2 Lights State Pk Portland Headlight Prtlnd 8 min! 210780

Guest favourite
An expansive in-ground pool is surrounded by a spacious wooden deck, featuring comfortable lounge chairs. The house, with gray siding, is visible in the background, flanked by trees that provide privacy. Soft clouds pass overhead, contributing to a tranquil outdoor setting.
Home in Kennebunk
4.83 out of 5 average rating, 163 reviews

Kennebunk/Kennebunkport Beach House w/Pool!

Perfect home for hosting and entertaining! Private in-ground pool, 600+ sq. ft. sprawling deck, large yard, and close proximity to beaches, restaurants, and shopping. Brand new renovations throughout! Amenities and features include: Newly renovated top to bottom 2 beautiful kitchens w/ granite, stainless steel appliances In-ground pool and 600 sq. ft. wrap-around deck Spacious 2 acre yard One mile from the beach Walking distance to Kennebunk Lower Village/Kennebunkport Dock Square Pet friendly!

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.

Top guest favourite
Place to stay in Shapleigh
5 out of 5 average rating, 114 reviews

Historic Schoolhouse c1866 Winter & Summer Dates

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.

Guest favourite
A spacious outdoor pool is surrounded by lounge chairs with blue umbrellas, inviting relaxation. A jacuzzi is positioned nearby, with a small landscaped area featuring greenery. The pool area is set against a backdrop of lush trees and a clear blue sky.
Cottage in Wells
4.91 out of 5 average rating, 34 reviews

Cozy 2BR Cottage Pool Jaccuzi 1 Mile to the Beach!

This 2 bedroom cottage (each with a tv) sleeps 6 total! It’s close to Moody's Beach, Drake's Island, Wells Beach, Crescent Beach! Guests have a pool, jacuzzi,pickleball court, gym, and Game Room for kids on site! Ogunquit is a short drive offering a wonderful walking experience with many unique shops. Kennebunkport is also a must see area to explore during your stay. So whether you spend your time at the beach or exploring the area, this cottage offers a perfect location on your stay.

Guest favourite
A cozy bedroom features a spacious bed dressed in fresh white linens with a nautical-themed throw blanket. Two framed black-and-white photographs are displayed above the bed. Soft lighting is provided by two bedside lamps, creating a calm, restful environment.
Apartment in Wells
4.92 out of 5 average rating, 37 reviews

Everything's "Well Ashore"- 1 mile to Wells Beach!

Welcome to 'Well Ashore', a charming 1-bedroom, 1-bath efficiency condo just 1 mile from the breathtaking Wells Beach- One of Maine's 7 mile pristine sandy beaches. Ideal for couples or small families, this cozy retreat features a serene, nautical-inspired ambiance perfect for relaxation. Our condo is 4 miles from The Marginal Way, one of New England's most cherished coastal walks. This 1.25 mile scenic path offers stunning ocean views with benches, and an easy access to downtown Ogunquit.

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.

Guest favourite
Home in Old Orchard Beach
4.95 out of 5 average rating, 133 reviews

OOB Oasis: 5BR Home w/ Private Pool Near Beach

Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built home offers 3 suites (each with its own private bath), a gourmet kitchen with high-end appliances, a sprawling open floor plan, and ample parking for large groups. Step outside to enjoy a large fenced backyard, spacious deck with BBQ grill, and sparkling in-ground pool—perfect for summer fun, fall gatherings, or simply relaxing after a day at the beach.

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
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.

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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