
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.

Sanctum by the Lake
Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the large pool, hot tub, and lake access, The Sanctum by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

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.

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!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Your crew 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, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

Historic Schoolhouse c1866 Winter & Summer Dates
Winner of Maine Homes Small Space Design Award 2023 🪷 & top 5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat: 50-acres with 1000 feet of water frontage on the private 80-acre Shapleigh Pond, a pool, tennis court, gym, sauna & more. From a bygone era: the 1-room Schoolhouse c1866 with intact original details & modern updates such as AC, fireplace, hot tub, fire pit, gas BBQ.

Great Condo near Gunstock, Lake Access & Concerts
Location and Amenities! We are the closest condo to the concert path on Misty Harbor!! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot

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.

Resort-like 2 bed/1 bath - seasonal pool/hot tub
Munjoy Hill is Portland's premiere neighborhood. Enjoy ocean views along the Promenade. Share our seasonal private pool/hot tub with us from May thru Oct (dates vary). We have a swing set, lounge chairs, grill, play cornhole, tennis (we supply racquets/balls) watch baseball, basketball or take a walk to the playground close by. A short walk to East End Beach and the waterfront trail lead you to the famous Old Port. This property is one of a kind in the city

Sunset Waterfront Privacy Beach
Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (open June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

Tiny house living close to Ogunquit center!
This tiny house is one of 21 cottages built in 1920. The back of the cottage is a rolling meadow and woods. It feels secluded, yet you are only a mile from all the wonderful happenings in Downtown Ogunquit, Perkins Cove & Ogunquit beach. Come enjoy the beach, shopping and amazing restaurants. Check out the Nubble Lighthouse, shop the outlets in Kittery or walk around Portsmouth NH. This tiny cabin is convenient to so much. Come rejuvenate!
Popular amenities for Southern Maine Coast rentals with a pool
House rentals with a pool

Love OOB! NEW 3 BR, 2.5 BA Home Near Beaches & Fun

Nana-tucket Inn

Fantastic Kittery Home with Pool

Faith Lane with community pool

Our Beach House Getaway

2BR, Sea & Relax w/ Wells Reserve View

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

Spectacular log home with private pool and hot tub
Apartment rentals with a pool

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Cozy mountain getaway

Bartlett Condo; Great Views, Resort Access

Studio w/hot tub, pool, sauna, arcade & gym

Spectacular Mountain Views, at Eagle Ridge !

Loon Mountain Area Rental - 2Br/2Ba

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

Mountain getaway!Remodeled 1 bedroom,Pool, hot tub
Other holiday rentals with a pool

Four Story Townhouse With Ocean View 65

Stylish Designer Retreat on Langsford with Pool

Freshly Renovated, Family-Friendly Coastal Cottage

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

Our Happy Place!

Overlooking the first green at Jack O'Lantern Golf

Paradise Found Minutes from Ogunquit | Heated Pool

Beautifully renovated 2-bedroom cottage
Destinations to explore
- Plainview Holiday rentals
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- Apartment rentals Southern Maine Coast
- Cottage rentals Southern Maine Coast
- Family-friendly rentals Southern Maine Coast
- Rentals with a sauna Southern Maine Coast
- Rentals with beach access Southern Maine Coast
- Rentals with an EV charger Southern Maine Coast
- Waterfront rentals Southern Maine Coast
- Rentals with a patio Southern Maine Coast
- Rentals with a firepit Southern Maine Coast
- Rentals with a hot tub Southern Maine Coast
- Rentals with a kayak Southern Maine Coast
- Rentals with an accessible-height toilet Southern Maine Coast
- Private suite rentals Southern Maine Coast
- Boutique hotels Southern Maine Coast
- Bed and breakfasts Southern Maine Coast
- Beachfront rentals Southern Maine Coast
- Flat rentals Southern Maine Coast
- Rentals with a washing machine and dryer Southern Maine Coast
- Fitness-friendly rentals Southern Maine Coast
- Smoking-friendly rentals Southern Maine Coast
- House rentals Southern Maine Coast
- Tiny house rentals Southern Maine Coast
- Beach house rentals Southern Maine Coast
- Rentals with outdoor seating Southern Maine Coast
- Holiday home rentals Southern Maine Coast
- Rentals with breakfast Southern Maine Coast
- Hotel rooms Southern Maine Coast
- Pet-friendly rentals Southern Maine Coast
- Loft rentals Southern Maine Coast
- Guest house rentals Southern Maine Coast
- Townhouse rentals Southern Maine Coast
- Cabin rentals Southern Maine Coast
- Rentals with lake access Southern Maine Coast
- Rentals with a fireplace Southern Maine Coast
- Resort rentals Southern Maine Coast
- Serviced apartment rentals Southern Maine Coast
- Rentals with pools Maine
- Rentals with pools United States
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- North Hampton Beach
- Cranmore Mountain Resort
- King Pine Ski Area
- Willard Beach
- Short Sands Beach
- Cape Neddick Beach
- Gooch's Beach
- East End Beach
- Gunstock Mountain Resort
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Footbridge Beach
- Pleasant Mountain Ski Area
- Things to do Southern Maine Coast
- Nature and outdoors Southern Maine Coast
- Things to do Maine
- Food and drink Maine
- Sports activities Maine
- Sightseeing Maine
- Tours Maine
- Art and culture Maine
- Nature and outdoors Maine
- Things to do United States
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