Vacation rentals with a pool in Old Orchard Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Old Orchard Beach

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

0 of 0 items showing

1 of 3 pages

Superhost

Home in Kennebunk

4.84 out of 5 average rating, 37 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. Enjoy the hot tub and the 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

An aerial view of the property reveals a spacious layout featuring an in-ground pool surrounded by a concrete deck. The house and yard are set amid trees, with ample green space visible in the area. A driveway leads into the property, maximizing accessibility.

Home in Kennebunk

4.83 out of 5 average rating, 143 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!

Guest favorite

Home in Portland

4.95 out of 5 average rating, 122 reviews

"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 eateries and breweries. 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

Guest favorite

A sign marking the entrance to Gray Gull Cottage Condominium Association is displayed prominently. The sign is affixed to a post alongside a road, with a clear view of the surroundings, including a white fence and nearby buildings in the background.

Condo in York

4.93 out of 5 average rating, 15 reviews

Cozy One bedroom condo near the beach with pool.

This cozy condo sleeps 4 people and located steps away from both Long Sands and Short Sans Beach. Newly renovated bathroom. The bedroom has a queen size bed and a barn door for privacy. The second bed is a queen size Murphy bed. The condo is equipped with everything you will need- linens, towels/beach towels, kitchenware, cook top, fridge, keurig, air fryer, microwave and toaster oven, beach chairs and grill. 7 night stay required. No Pets or AC. No smoking/vaping in unit. 2 parking spaces.

Guest favorite

A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.

Cottage in Wells

4.94 out of 5 average rating, 147 reviews

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.

Guest favorite

An outdoor heated pool is surrounded by a spacious patio featuring blue lounge chairs and umbrellas. The well-maintained area is complemented by a large clubhouse in the background, with a clear blue sky overhead, creating a refreshing and inviting environment.

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

A shared outdoor area features a heated pool surrounded by lounge chairs and a hot tub. Adjacent seating areas include tables and chairs, enclosed by a low fence. Lush greenery is present around the pool, enhancing the inviting environment.

Cottage in Wells

4.89 out of 5 average rating, 57 reviews

Cozy beach cottage with pool & hot tub

Relax and enjoy the beauty of Wells Beach and surrounding area in our cozy cottage. We are part of a community complete with a heated pool, hot tub, play ground, & more! Wells Beach is less than 2 miles away. Our cottage is most comfortable for 2-3 people. *For sanitary reasons, we do not provide blankets. We ask that you please bring your own. Sheets and pillowcases will be left on the full bed and additional linens for the other beds can be rented from the main office

Superhost

A charming cottage features white siding and green shutters, set amidst tall trees. The front porch is adorned with flower boxes, creating a welcoming entry. A gas grill is positioned nearby for outdoor cooking, complementing the serene environment.

Cottage in Ogunquit

4.79 out of 5 average rating, 14 reviews

1 bedroom with pool, walk to the beach.

Walk to everything and save time and money spent on parking. This peaceful and centrally-located condo is only a half mile to town and 3/4 mile to the main beach. It is flanked by Daddy's Home Made Ice Cream and the Lobster Pound Restaurant, & breakfast options are across the street. Angelina's Ristorante and the Beachfire Grill are just a brief walk north. Ogunquit is home to one of the most beautiful beaches in the world, less than a mile away from our cottage.

Guest favorite

A community pool features a clear blue water surface, surrounded by a concrete patio with several white lounge chairs positioned nearby. Lush green trees are visible in the background, offering a sense of openness, while two buildings are situated just beyond the pool area.

Home in Old Orchard Beach

4.98 out of 5 average rating, 80 reviews

Faith Lane with community pool

Newly built open concept with gorgeous quartz counters and vanities. 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.

Guest favorite

An aerial view displays a saltwater pool, surrounded by lounge chairs and red umbrellas. A hot tub is located adjacent to the pool, and well-maintained landscaping is visible around the area, contributing to a spacious relaxation environment.

Home in Wells

5 out of 5 average rating, 47 reviews

2BR, Sea & Relax w/ Wells Reserve View

Your family will be close to everything (beach, restaurants, shopping and activities) when you stay at this centrally-located cottage with gorgeous water view of Wells National Reserve. Mike's Clam Shack, Congdon's, The Steakhouse, Fish Camp and more all within walking distance. 1.3 Miles to Wells Beach. Less than 4 miles (6 min drive!) to Ogunquit Beach.

Guest favorite

A modern kitchen features a sleek countertop with a variety of fresh ingredients arranged on plates. A coffee maker is visible in the background, alongside a stainless-steel kitchen appliance. Natural light enters through a window, illuminating the stylish grey and white color scheme.

Cottage in Wells

4.94 out of 5 average rating, 16 reviews

Beautifully renovated 2-bedroom cottage

Your family will be close to everything (beach, restaurants, shopping and activities) when you stay at this centrally-located cottage with gorgeous water view of the Rachel Carson Reserve. Mike's Clam Shack, Congdon's, The Steakhouse, food trucks right across the street and more all within walking distance. One Mile to Wells Beach.

Guest favorite

Home in Arundel

5 out of 5 average rating, 10 reviews

Heated Pool! Gorgeous Home Close to Kennebunkport

Welcome to your perfect vacation retreat in Arundel, Maine! This private home, nestled at the end of a tranquil dead-end road, offers an idyllic escape for you and your loved ones. With a range of amenities and a prime location, this 4-bedroom, 3-bathroom haven is the ideal destination for relaxation and enjoyment.

0 of 0 items showing

What guests are saying

Cozy Cottage close to Beach, Pool and more!

4.76 out of 5 average rating, 42 reviews7 months ago

Dear Tim and Kimberly - I wanted to express how much we enjoyed our stay at your delightful two-bedroom cottage. The accommodations were not only beautifully furnished but also incredibly comfortable. The added amenities, including the pool, hot tub, and gym, made our stay even more enjoyable, offering plenty of options for relaxation and fitness. We also loved how close the cottage was to the local restaurants and the beach—it was the perfect location for a relaxing getaway. Your attention to detail made all the difference, and we couldn't have asked for a better experience. I will definitely recommend your place to others and look forward to returning in the future! Janelle Q PS - I live in Florida and upon my return from Maine, am being greeted by Helene. JQ

Cottage in Wells

What guests are saying

Modern, convenient, marsh side cottage

4.97 out of 5 average rating, 78 reviews8 months ago

This is a serene cottage in a convenient but quiet location. Check-in was issued free and the owner gave us great restaurant and hiking recommendations. The cottage has great amenities and was very clean. Perfect size for 2 people. There are Adirondack chairs in the yard to relax in and enjoy the view of the marsh and Wells Beach. We enjoyed walking to Batson River Brewery and Congdon’s donuts. Wells Beach is a few minutes drive away, or about a 30 minute walk. We will definitely come back to this cottage!

Home in Wells

What guests are saying

Beautiful 3BR Ocean Park Townhouse

5 out of 5 average rating, 10 reviews7 months ago

This place was perfect for our family vacation! The location was awesome. It’s a very, very short walk to the beach and Ocean Park downtown area. If you are looking for a nice, relaxing beach vacation, you really cannot beat Lindsay’s place. It was very clean and had everything we needed. Also, we really appreciated Lindsay’s organization and detailed instructions. We can’t recommend this spot enough!!!!

Townhouse in Old Orchard Beach

What guests are saying

Lakeside Cozy Cottage in Nature | Hot Tub

5 out of 5 average rating, 7 reviews4 days ago

This trip was more than we could've ever wanted! The property was lovely and the hosts were more than accommodating and made sure everything was as comfortable as it could've been! I'd recommend anyone to book with these hosts and I will definitely be booking again!

Cottage in Shapleigh

What guests are saying

Awesome get away spot in Wells!

4.71 out of 5 average rating, 7 reviews6 months ago

Lovely cottage with EVERYTHING you need (e.g, kitchen & bath items are very well stocked with many options - condiments, coffee/tea, hair dryer, towels, health & beauty products - you name it!)! The location is close to lovely attractions and eateries. We visited Lobster Pt. Lighthouse and took a cliff walk - beautiful views! Ogunquit beach is also close by. Highly recommend Hobbs Harborside Restaurant - great seafood! Diane was a very accommodating and responsive host! It was the perfect location for our weekend getaway.

Condo in Wells