
Holiday 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.

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
Welcome to your Ogunquit Oasis, a luxurious 5-bedroom beach house located on the edge of Ogunquit Village. Walk to the beach, restaurants, Perkins Cove, Marginal Way & everything in Ogunquit! The house features a heated pool that reaches 104 degrees, ideal for all seasons. Built in 2014, the house includes central air, three Ultra HD TVs, and wireless speakers. The dining table seats 10, with an outdoor living room, grill, & gas firepit. Each spacious bedroom offers plush bedding & ceiling fans.

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! And while we love animals, there are NO pets allowed Free parking, wifi, cable TV, AC, and more. Please note this is not handicap accessible

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

Apt in Victorian Mansion w/ Hot Tub & Parking
Mixing contemporary styling with old-world charm, the Apartment in the nationally registered Chapman House offers a relaxing, private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our pool or relax by the fire pit, our half-acre yard offers a tranquil space for all. The apartment has a chef's kitchen, dining, and living room with gas fireplace. NB., use of the living room bed may incur a charge. We have a L2 EV charging outlet. #allarewelcome

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.

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.

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 and bath towels.

Romantic New England Historic Schoolhouse c1866
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 and tennis court.

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.

OOB Oasis - Spacious 5BR private Retreat w/ Pool
Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built retreat 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.

Steep Falls Escape, river & falls just steps away
Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

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
House rentals with a pool

Treehouse Farm - Sebago

Fantastic Kittery Home with Pool

Faith Lane with community pool

Pool and walking distance to beaches! Amenities!

Cozy Maine Church • Fire Pit • Hammock • WoodStove

Cozy Beach Cottage - Wells, ME

The Goodwin House (East) 420 Friendly

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Apartment rentals with a pool

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Classy Ogunquit Studio! Pools, Kitchen, Walkable!

Steps from Beach | Pool | Parking | Sleeps 6

Condo in Old Orchard Beach

Centrally located Ocean Towers condo in Ogunquit

Awesome get away spot in Wells!

Cozy, clean, 2nd floor condo in Conway, NH!

Peaceful Pines Saco River Getaway
Other holiday rentals with a pool

Beach Dreams Retreat

Beach Dreams Cottage w/ Central A/C

*Close to Beach*POOL* *5 Star Reviews*

Old Falls Retreat-4BR w Gorgeous River View & Pool

"Secret Summer" Savings

Beautifully renovated 2-bedroom cottage

Kennebunk's Charming Beach Home

The Cottage at Lake Arrowhead
When is the best time to visit Wells?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $358 SGD | $361 SGD | $341 SGD | $248 SGD | $242 SGD | $289 SGD | $348 SGD | $367 SGD | $278 SGD | $261 SGD | $256 SGD | $320 SGD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about holiday rentals with a pool in Wells

Total holiday rentals
Explore 300 holiday rentals in Wells

Nightly prices starting at
Wells holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 6,920 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
300 of Wells holiday 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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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Good Harbor Beach
- Popham Beach State Park
- Canobie Lake Park
- Crane Beach
- Popham Beach, Phippsburg
- Weirs Beach
- Jenness State Beach
- Rye North Beach
- North Hampton Beach
- East End Beach
- Dunegrass Golf Club
- Funtown Splashtown USA
- Salisbury Beach State Reservation
- King Pine Ski Area
- Willard Beach
- Wolfe's Neck Woods State Park
- Short Sands Beach




