
Holiday rentals with a pool in Old Orchard Beach
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Old Orchard Beach

Total holiday rentals
Explore 180 holiday rentals in Old Orchard Beach

Nightly prices starting at
Old Orchard Beach holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,790 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
170 of Old Orchard Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Orchard Beach rentals

4.8 Average rating
Old Orchard Beach stays are highly rated by guests – averaging 4.8 out of 5!
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.

Large Historic 7 Bedroom home with Pool & Hot Tub
Very Unique, large historical 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)
4.88 out of 5 average rating, 119 reviews
Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
Welcome to your Ogunquit Oasis, a luxurious 5-bedroom beach house located on the edge of Ogunquit Village. Walk to the beach, restaurants, Perkins Cove, Marginal Way & everything in Ogunquit! The house features a heated pool that reaches 104 degrees, ideal for all seasons. Built in 2014, the house includes central air, three Ultra HD TVs, and wireless speakers. The dining table seats 10, with an outdoor living room, grill, & gas firepit. Each spacious bedroom offers plush bedding & ceiling fans.
5.0 out of 5 average rating, 105 reviews
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
4.87 out of 5 average rating, 614 reviews
Condo in Old Orchard Beach
Your Perfect Old Orchard Beach Getaway This beautiful condo (Unit 19), is the ideal retreat to experience the best of Old Orchard Beach! This family friendly property offers the perfect balance of comfort and convenience. Just a short walk to the pier, downtown, and the beach! Includes: - 2 bedrooms, each w/fan and balcony - Pool - Washer & Drier - 2 Smart TVs - Microwave - 4 burner cooktop - Kitchen Table - Sofa - Refrigerator - Toaster - Keurig - Parking for 1 vehicle (paid parking close by)
4.97 out of 5 average rating, 34 reviews
"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
4.96 out of 5 average rating, 178 reviews
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
4.98 out of 5 average rating, 522 reviews
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
4.9 out of 5 average rating, 119 reviews
Newly Renovated Studio Downtown!
The newly-renovated, newly furnished condo is located right in the center of everything that beautiful Ogunquit has to offer. Just a five minute walk to the beach and even closer to Ogunquit's landmark restaurants and bars, this is the most desirable location to stay in Ogunquit. Enjoy free on-site parking, a BBQ and on-site pool access. I am an artist, whose first professional gig was at the Ogunquit Playhouse just up the street, and appreciate your rental as a way to support local artists.
4.95 out of 5 average rating, 110 reviews
Beach House w/ Heated Pool · Fire Pit · Kennebunk
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 Heated 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!
4.83 out of 5 average rating, 180 reviews
LUXURY OCEANFRONT CONDO Best Location on the beach
Renovated and luxuriously appointed 2 bedroom, 2 bath condo located directly on the beach, adjacent to the pier in prime 4th fl location of most desirable building in town. Oceanview & view of Palace Playland amusement park and the town square. All Old Orchard Beach restaurants and businesses within walking distance. Luxury upscale furnishings and soundproof deck doors and windows. Huge outdoor deck with bistro furniture, couch and chairs. Best view in town of weekly fireworks from your deck!
5.0 out of 5 average rating, 30 reviews
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.
4.96 out of 5 average rating, 158 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.
4.95 out of 5 average rating, 180 reviewsPopular amenities for Old Orchard Beach rentals with a pool
House rentals with a pool

There's No Place Like Home
4.84 out of 5 average rating, 127 reviews
Oceanfront Cottage 1
4.9 out of 5 average rating, 20 reviews
1 mile to OOB pier | Outdoor fire pit | Game room
4.95 out of 5 average rating, 19 reviews
*Close to Beach*POOL* *5 Star Reviews*
4.84 out of 5 average rating, 49 reviews
Our Beach House Getaway
5.0 out of 5 average rating, 71 reviews
Designers Dream Home with Pool!
5.0 out of 5 average rating, 14 reviews
The Hurkle Durkle House
5.0 out of 5 average rating, 36 reviews
Lovely Beach house in GRB - Heated pool!
4.98 out of 5 average rating, 58 reviewsApartment rentals with a pool

Two-Bedroom Condo on the Wells/Ogunquit town-line
4.86 out of 5 average rating, 228 reviews
Steps to Wells Beach + Pool | Coastal Retreat
4.96 out of 5 average rating, 131 reviews
OOB Beach Suite|2 Queen Beds | Pool|Sleeps 4 (#10)
5.0 out of 5 average rating, 15 reviews
Luxury Coastal Retreat | Mins from Dock Square
4.99 out of 5 average rating, 70 reviews
30 second walk to Beach- Pool-Outdoor Shower
4.85 out of 5 average rating, 13 reviews
Driftwood Den
4.92 out of 5 average rating, 12 reviews
Beautiful Ogunquit Condo! Pool, Walkable, Kitchen!
5.0 out of 5 average rating, 24 reviews
Cozy Coastal Condo in Wells - Hot Tub & Pool!
4.97 out of 5 average rating, 66 reviewsOther holiday rentals with a pool

Cabin 21
4.62 out of 5 average rating, 21 reviews
2025 custom tiny home, 5 minute walk to the beach
4.94 out of 5 average rating, 35 reviews
Quiet 2BR Suite · Saltwater Pool · Walk to OOB
4.87 out of 5 average rating, 92 reviews
Paradise Found Minutes from Ogunquit | Heated Pool
5.0 out of 5 average rating, 94 reviews
Atlantic Ocean Suites - Sand Dollar Suite 5
5.0 out of 5 average rating, 6 reviews
Four Story Townhouse With Ocean View 55
4.97 out of 5 average rating, 34 reviews
Saco/Old Orchard Beach Cottage
4.93 out of 5 average rating, 60 reviews
Ocean Beach Cottage Wells, ME
4.95 out of 5 average rating, 75 reviewsWhen is the best time to visit Old Orchard Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £151 | £223 | £285 | £296 | £200 | £202 | £261 | £261 | £149 | £155 | £168 | £174 |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
- Pet-friendly rentals Old Orchard Beach
- Family-friendly rentals Old Orchard Beach
- Cabin rentals Old Orchard Beach
- Waterfront rentals Old Orchard Beach
- Cottage rentals Old Orchard Beach
- Hotel rooms Old Orchard Beach
- Beach house rentals Old Orchard Beach
- Beach apartment rentals Old Orchard Beach
- Serviced apartment rentals Old Orchard Beach
- House rentals Old Orchard Beach
- Rentals with beach access Old Orchard Beach
- Apartment rentals Old Orchard Beach
- Beachfront rentals Old Orchard Beach
- Rentals with a hot tub Old Orchard Beach
- Flat rentals Old Orchard Beach
- Townhouse rentals Old Orchard Beach
- Rentals with pools York County
- Rentals with pools Maine
- Rentals with pools United States
- Sebago Lake
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Jenness Beach
- Hills Beach
- Gooch's Beach
- East End Beach
- Fortunes Rocks Beach
- Salisbury Beach
- Wallis Sands Beach
- Pleasant Mountain Ski Area





