
Holiday 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.

Luxury Oceanview Retreat | Mins from Dock Square
Minutes to Dock Square, beaches, and local restaurants. Escape to Cape Porpoise, Kennebunkport. Sea Glass is a luxury 1BR condo with ocean views, fire pit, designer interiors, a seasonal pool & LOCATION. Relax by the fire pit, walk to shops, explore the beaches, and enjoy a coastal retreat year-round. Perfect for getaways, remote work, or a classic Maine coast vacation. Experience Maine’s winter charm, spring beauty, beautiful summer and fall foliage at SeaGlass. Permit Number: STR-0008560

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

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.

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.

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.

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

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.

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.

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!

Maine Coastal Village Getaway
Experience tranquility at this beautiful condo in Cape Porpoise, Kennebunkport. It offers a modern kitchen, cozy living space, and a stunning deck overlooking Cape Porpoise Harbor. Enjoy the serene landscaping and shared pool. Close to a grocery store, top-notch restaurants, shops, and a scenic walk to Cape Porpoise pier. Just a short drive to Kennebunkport town center, beaches, and Goose Rocks Beach. Book your stay at 15 Langsford Road today for an unforgettable getaway!

Romantic Bungalow w/ Hot Tub & Parking
The Bungalow is a private, luxury, en-suite, small, out-building on the property of the historic Chapman House. The space includes TV, fridge, microwave, and coffeemaker, access to the seasonal pool, and year-round shared hot tub. We are owner-operated. Relax outside on the lawn or the patio, at a picnic table (in season), one of the fire pits, or under the fir tree. Emily's beautiful garden could be in bloom. We now offer a Level 2 EV charging outlet. #AllAreWelcome
Popular amenities for Wells rentals with a pool
House rentals with a pool

Ogunquit River Outlook

Fantastic Kittery Home with Pool

Faith Lane with community pool

Cozy Beach Cottage - Wells, ME

2BR, Sea & Relax w/ Wells Reserve View

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Designers Dream Home with Pool!

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

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Stylish Designer Retreat on Langsford with Pool

Ogunquit one bedroom walk to beach

Condo in Old Orchard Beach

Pretty Boutique Studio, Pools, Walk to Everything!

Centrally located Ocean Towers condo in Ogunquit

Awesome get away spot in Wells!

Steps to Beach, Pier, Park | Condo with Pool • 6
Other holiday rentals with a pool

1 bedroom with pool, walk to the beach.

Beach Dreams Retreat

Beach Dreams Cottage w/ Central A/C

Our Beach House Getaway

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

"Secret Summer" Savings

Generic Two Bedroom - Stair access only

Maritime Meadows - Charming Resort-Style Home!
When is the best time to visit Wells?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 229 | € 230 | € 218 | € 159 | € 154 | € 185 | € 222 | € 235 | € 178 | € 167 | € 164 | € 205 |
| 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 270 holiday rentals in Wells

Nightly prices starting at
Wells holiday rentals start at € 8 per night before taxes and fees

Verified guest reviews
Over 6,680 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
270 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
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Canobie Lake Park
- Weirs Beach
- Crane Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- North Hampton Beach
- King Pine Ski Area
- East End Beach
- Willard Beach
- Short Sands Beach
- Gooch's Beach
- Funtown Splashtown USA
- Gunstock Mountain Resort
- Cape Neddick Beach
- Bear Brook State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park




