
Holiday rentals with a pool in Southern Maine Coast
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southern Maine Coast
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022

Large Historic 7 Bedroom home with Pool & Hot Tub
Very Unique, large historial home in beautiful Falmouth, Maine. Originally built in 1725, this nearly Three-Hundred-Year old Federal-style farmhouse still retains some original features. In the early 1900's, this home served as a bootleg hard cider mill, and more recently, an oriental rug business. Great place for families with kids to stay while enjoying coastal Maine and Portland. Less than a mile from Portland and 4 miles from the historic Old Port district. (Hot tub open year-round)!

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

OR Stunning 'yurt' home, hot tub, beach, firepit!
Unique home inspired by a yurt with spiral staircase, cozy master bedroom, rustic-theme bathroom, wood stove, and modern kitchen with stainless appliances. season25x45 ice skating rink, hot tub, stone firepit, private beach, large deck, and central AC. Perfect vacation spot with ski lifts 1 mile away, walking trails, and amenities like Keurig, Instapot, and wall-mounted TV with streaming services. Access to Moose Lodge and Cabins with riverfront walks, fishing, and wildlife. A true memory maker!

Charming Pool/Garden Guest House
A little Paradise! Charming pool and guesthouse in country setting, birds and flowers galore. Much to do in the area, or just quiet, settling into some refresh-your-soul time. The guesthouse has all you need to feel at home. Within 15 minutes you'll find Gunstock Recreational Area, Highlands Mtn. Bike Park, Hermit Woods Winery, Funspot bowling and arcades, hiking, fishing, Shaker Village, Lakes Region Casino, NH Speedway, Bank of NH Pavillion (star-studded concerts) and Tanger Outlet Shopping.

Beach House w/ Pool · Fire Pit · Dual Kitchens
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!

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
Contemporary styling with old-world charm, the Apartment in the Leonard Bond Chapman House offers a relaxing stay only 10 min to downtown. Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by one of our fire pits, our half-acre yard offers a tranquil stay. The apartment boasts a newly renovated bathroom, radiant heated floors in both kitchen & bath, and a chef's kitchen. This grand apartment won't disappoint. L2 EV charging outlet on site #allarewelcome

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 + Pool + Lake + Hot tub
Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

OOB Oasis: 6BR 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, new hot tub and sparkling in-ground pool; perfect for summer fun, fall gatherings, or relaxing after a day at the beach.

Steps to Wells Beach + Pool | Coastal Retreat
Stay steps from Wells Beach in this renovated coastal condo with an onsite pool, clean modern interior, and prime walkable location off Atlantic Avenue. Walk to the sand in minutes, enjoy the ocean air from your patio, relax by the pool, and explore nearby shops, dining, playground, and arcade. Perfect for couples, small families, or a small group, this one bedroom condo makes an easy Southern Maine escape for visiting Wells, Ogunquit, Kennebunkport and the classic New England coast!

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.
Popular amenities for Southern Maine Coast rentals with a pool
House rentals with a pool

Faith Lane with community pool

Epic Views, 9Mi SR, GameRm

1 mile to OOB pier | Outdoor fire pit | Game room

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

Sanctum by the Lake

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

Designers Dream Home with Pool!
Condo rentals with a pool

Luxury Studio White Mtns Jacuzzi Pool Pond River

Studio Condo in Hotel Resort at Loon Mountain

Spacious Condo-Attitash Ski-Storyland-Saco & More!

White Mtn Riverfront Condo | Pool, Hot Tub & Sauna

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

White Mountain Base Camp

An Amazing Mountain Getaway!

Studio w/balcony | pool & hot tub | near Loon
Other holiday rentals with a pool

Maine Coastal Village Getaway

Freshly Renovated, Family-Friendly Coastal Cottage

Small ’N Moody | Near Moody Beach & Ogunquit

Unique Church Stay • Sebago Lake • Pool • Fire Pit

Paradise Found Minutes from Ogunquit | Heated Pool

Maritime Meadows – Charming Resort-Style Home!

Atlantic Ocean Suites - Sand Dune Suite 12 (1 Bedroom)

Cozy rustic cottage near the beach
Destinations to explore
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- Sebago Lake
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Willard Beach
- York Harbor Beach
- Short Sands Beach
- North Hampton Beach
- Scarborough Beach
- Footbridge Beach
- Cape Neddick Beach
- East End Beach
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Cranmore Mountain Resort
- Popham Beach State Park
- Salisbury Beach
- King Pine Ski Area
- Jenness Beach
- Gunstock Mountain Resort
- Hills Beach
- Conway Scenic Railroad
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