
Vacation rentals with a pool in Wells
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Top-rated rentals with a pool in Wells
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

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!

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.

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.

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.

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.

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.

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.

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: 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.

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.

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

Pool and walking distance to beaches! Amenities!

Stunning Beach House with an in-ground pool!

Our Beach House Getaway

Cozy Beach Cottage - Wells, ME

2BR, Sea & Relax w/ Wells Reserve View

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

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

There's No Place Like Home
Condo rentals with a pool

30 second walk to Beach- Pool-Outdoor Shower

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Stylish Designer Retreat on Langsford with Pool

Ogunquit one bedroom walk to beach

Classy Ogunquit Studio! Pools, Kitchen, Walkable!

Ocean View - Steps to the Beach!

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

Steps from Beach | Pool | Parking | Large Deck
Other vacation rentals with a pool

Maine Coastal Village Getaway

Fantastic Kittery Home with Pool

Beach Dreams Retreat

Beach Dreams Cottage w/ Central A/C

Beach Dreaming

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

Cottage 2 @ Coast Village Inn

Beach Bliss, Amazing location!
When is the best time to visit Wells?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $372 CAD | $374 CAD | $354 CAD | $258 CAD | $251 CAD | $300 CAD | $361 CAD | $381 CAD | $289 CAD | $256 CAD | $271 CAD | $298 CAD |
| 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 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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- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
- Weirs Beach
- Canobie Lake Park
- Crane Beach
- York Harbor Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- North Hampton Beach
- King Pine Ski Area
- Willard Beach
- Short Sands Beach
- Gooch's Beach
- Cape Neddick Beach
- East End Beach
- Gunstock Mountain Resort
- Funtown Splashtown USA
- Bear Brook State Park
- Crescent Beach State Park
- Wolfe's Neck Woods State Park




