
Vacation 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.

Stunning 2BR with Mountain Views | Nordic Village
Come and relax at our NEWLY UPDATED Nordic Village condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck with stunning views! Nordic Village amenities include pools, hot tubs, sauna, steam room and so much more when you're not enjoying the outdoors at Attitash, Cranmore, Wildcat or Black Mountain! With Story Land 1 mile away, idyllic North Conway and all that's best of White Mountain National Forest within minutes, this getaway has what you need!

Tranquil Cottage at FarAway Pond
Tranquil waterfront retreat on a peaceful spring fed pond, this Dog Friendly cottage has unique style, deck with grill & smokeless fire pit-wood provided-shady deck and rockers, lounge chairs and kayaks on your private dock. Full Murphy bed in living room with electric"wood" stove & queen bed in the loft. Trails through 68 acres of forest and meadow lead to 300 state acre forest. Two adjacent guest homes share the pond and sandy beach, message for available dates for all 3 for perfect privacy.

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

Stylish Loon Mountain Studio apt w/Pool & Hot Tub
This beautifully renovated resort condo is a perfect getaway for up to 4 guests. Located at the base of Loon Mountain’s South Peak, amidst the White Mountains of New Hampshire, guests can immerse themselves in nature’s beauty during romantic hikes and a variety of other awe-inspiring outdoor activities. Enjoy delicious food at nearby restaurants, and take advantage of the resort’s two swimming pools and Jacuzzi for rest and relaxation. Relax by the Pemigewasset River in the back of our complex!

Private Riverfront Lux A frame EPIC Views. Pond
Secluded A-frame nestled along Clean Crooked River, breathtaking VIEWS and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. 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. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

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

Lake, Ski, or Concert Condo. Near Gunstock & Lake
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 Top Floor-1 King, Mtn View, Jetted Tub, Pools
This beautiful mountain retreat offers access to pools and a fitness center. The top floor features a spacious master bedroom with a cathedral ceiling, king bed, gas fireplace, TV, a/c, and a private balcony with stunning valley and mountain views. The master bath includes a jetted tub, and the dry bar comes equipped with a small refrigerator, microwave, & coffee maker. Enjoy nearby hiking trails, waterfalls in Jackson Village, &more. Please note, the unit is accessed by two flights of stairs.

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.

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.

Luxury Suite Jacuzzi Pool White Mtns. River Front
Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

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

Cozy & updated Loon MTN condo

Locke Lake Ski & Swim

Sanctum by the Lake

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Designers Dream Home with Pool!

Spectacular log home with private pool and hot tub

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit

Lovely Beach house in GRB - Heated pool!
Condo rentals with a pool

Fantastic Location in the White Mountains

Studio Condo in Hotel Resort at Loon Mountain

The Alpine Oasis

Lovely studio with beautiful view of loon Mountain

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Two-Bedroom Condo on the Wells/Ogunquit town-line

Cozy mountain getaway

KimBills’ on the Saco
Other vacation rentals with a pool

Maine Coastal Village Getaway

Après-Ski Escape | 9mi to Sunday River | HT+Sauna

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

Condo in Old Orchard Beach

Friends & Family Getaway • Pools • Views • Fire

Kennebunk's Charming Beach Home

The Hurkle Durkle House

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
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