Vacation rentals with a pool in Portland

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Portland

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Kennebunk

4.81 out of 5 average rating, 125 reviews

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!

Superhost

Condo in Old Orchard Beach

4.78 out of 5 average rating, 9 reviews

30 second walk to Beach- Pool-Outdoor Shower

What you’ll LOVE: 30 second walk to beach Two parking spaces Stocked kitchen Sparkling pool BEDROOMS: Bedroom 1: Two Queen beds Bedroom 2: One King bed KITCHEN / LIVING ROOM Open style floor plan Oven Full sized refrigerator Microwave Dishwasher Coffee maker Pots/pans/utensils/glasses/plates BATHROOMS 2 bathrooms Stand up showers in each Parking lot for 2 cars Outdoor Grills Credit-operated laundry in shared basement Outdoor shower Please bring your own: Towels Bed Linens Beach Chairs

Superhost

Home in South Berwick

4.7 out of 5 average rating, 10 reviews

Coastal Home Heated Pool, Hot Tub, Outdoor Kitchen

Spacious Log Home in private, peaceful setting- 5mi to Ogunquit beach! Pool, hot tub, outdoor dining, full outdoor kitchen. Packed with character, this home the perfect Maine getaway. After a long day at the beach, relax by the heated, saltwater pool or take a dip in the hot tub. Grill in the outdoor kitchen & sit around the firepit table. Stars are shining and deck & pool are glowing with string lights at night! 5 bedrooms, 3.5 baths- 2 are master suites w/ ensuite baths directly off the pool.

Guest favorite

Home in Wells

4.93 out of 5 average rating, 59 reviews

5 bedrm, private heated pool & yard, near Ogunquit

Large, back yard, with heated pool, gazebo and basketball hoop. Perfect place to have a family get together. Master has a sitting room, gas fireplace, whirlpool, & walk in shower. Bedroom 2 with private full bath. Bedrooms 3 &4 share a full bath with 2 sinks. Bedroom 5 - 1st floor with bath with shower. Living room, kitchen with sitting area, dining room, and farmers porch. Large back patio with pool, gas grill. Paved driveway with basketball hoop. Minutes from Ogunquit footbridge & downtown.

Superhost

Home in Kennebunk

4.84 out of 5 average rating, 31 reviews

Kennebunk's Charming Beach Home

Well located, our charming cozy home is just an easy stroll, less than 1 mile away from Mother's beach. 5 minutes drive from all the shop and restaurants of Kennebunkport. There are 5 comfortable bedrooms, 4 upstairs and 1 on the main floor and 2 bathrooms. The private backyard is perfect to enjoy and feel the sea breeze. Brand new hot tub and heated pool , volley ball court, fire pit, plenty of space for parking. A great place to create memories with your friends and family! Contact us!

Guest favorite

Home in Ogunquit

5 out of 5 average rating, 37 reviews

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

Walk to the beach, Marginal Way, Perkins Cove, shops, restaurants, live music, live theater and everything Ogunquit has to offer when you stay at this 2014 built 5 bedroom home with heated year-round pool on the edge of Ogunquit Village. Heat the pool to 104 degrees for winter swimming! Or cool off in the pool in summer! EV charger at the house. Wireless Speakers. Outdoor living room. Gas firepit trimmed in redwood. Relax in this resort-style spacious beach house with all the amenities!

Guest favorite

Home in Old Orchard Beach

4.97 out of 5 average rating, 78 reviews

Faith Lane with community pool

Newly built open concept with gorgeous quartz counters and vanities. Everything in the house is brand new this season. 4 spacious bedrooms so large parties will be very comfortable. Deck with gas grill, table and chairs, and kids picnic table. Community pool and only minutes drive to the beach and pier. Located in the brand new Church Street Station community. The beach trolley stop is right at the entrance to the complex so makes for an easy quick ride to the beach. 2 parking spaces

Guest favorite

Home in Arundel

5 out of 5 average rating, 5 reviews

Cheerful 2 Bdrm Home with Pool!

Immaculate 2 bdrm condo in private gated community. Unlimited access to 2 outdoor heated pools, clubhouse with game room (ping pong, foosball, shuffleboard, poker room) and fitness center. Enjoy social gatherings with other guests at the clubhouse or dine-in at your wooded backyard setting. Nestled within a 200-acre nature preserve in a modern community that has miles of walking/biking trails. A short drive away from Portland and Kennebunkport, ME and minutes to close by beaches.

Superhost

Home in Wells

4.81 out of 5 average rating, 32 reviews

Beautiful Cottage in Wells, ME

Stay at this private/quiet cottage in a resort near beaches. Tastefully decorated & all comforts of home. Updated kitchen/bath; washer/dryer. Living rm w/ full sofa; AC; fan; Smart TV, WIFI . Master w/ full & fan. 2nd bdrm w/ bunk (full + twin). Enclosed summer room. Large private backyard (rare on the resort), 4 adult bicycles, 1 kid bicycle, Gas grill; picnic table, outdoor chairs. Clubhouse ; (pool, hot tub & kiddie pool; gym, tennis, basketball. Gated community.

Guest favorite

Home in Old Orchard Beach

5 out of 5 average rating, 74 reviews

OOB Oasis - 5BR private Retreat w/ Pool

Welcome to our stunning home, and your private oasis in Old Orchard Beach! Inside, this custom-built home features 3 suites (each with its own private bathroom), a gourmet kitchen w/ high-end appliances, a sprawling open floor plan, and ample parking for large groups. Outside, you'll find a large fenced backyard, deck with BBQ grill, and in-ground pool perfect for cooling off on hot summer days.

Guest favorite

Home in Ogunquit

5 out of 5 average rating, 5 reviews

Ocean Views - Steps to the Beach and Downtown!

Welcome to our modern oasis, a stunning 4-bedroom, 4-bath retreat just a stone's throw away from the pristine shores of Ogunquit Beaches and the vibrant downtown area. This exceptional Airbnb offers you the epitome of coastal luxury and convenience, making it the perfect destination for an unforgettable beachside getaway.