
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.

Loft Apartment on Tree-Lined Street in Falmouth
Staying in this huge second floor loft (32'x25’), you will find a quiet oasis in the treetops. The 16' ceilings and stylish decor provide sanctuary after a busy day of sight seeing. We offer a queen bed and two twins. You are surprisingly close to Portland's restaurants and shops, well located for day trips up and down the Maine coast. Start the day with a self-brewed local coffee. Relax at the end of the day streaming your favorite entertainment on a 55" 4K-HD TV paired with a Sony sound bar. Soak in the secluded backyard HOT TUB, OPEN YEAR ROUND, with a pool available in the summer. The loft is bright and airy given its 16 foot cathedral ceilings, four sky lights and five large windows. Each window has room darkening blinds and full curtains that can darken the room for an afternoon nap. It is accessed through a private entrance up a wide stairwell in the stand alone garage. An In-Suite thermostat allows you to control a comfortable room temperature. The newly renovated space is equipped with queen bed and a twin trundle bed, which pulls out a second twin bed (sleeps two). The beds are fitted with 100% cotton sheets. The living room lounge area has a 55" 4K Ultra UHD flat screen TV equipped with a Roku streaming device. Spectrum TV streaming app provides the broadcast networks, as well as ESPN, TNT, AMC, Bravo and others. Bring your log-in ID to access your favorites programming, such as NETFLIX, HBO-Go, HULU and SlingTV. A Blu-ray/DVD player is available upon request. (There are 3 redbox locations within 2 miles.) The full bath has a shower stall (no tub). Plush towels and premium soap, shampoo and conditioner are provided. Enjoy use of backyard hot tub year round and in ground pool during summer season. Children are welcome. The loft is stocked with books and board games. There is a baby gate available. We are happy to assist you in making plans to see the area. Please ask us if you need recommendations to things to do during your stay. While you will have your own private space and free standing four walls, we will generally be nearby and available. The setting of this property is a long and winding street with large, open lots and eye-catching homes. Stroll to the mouth of the Presumpscot River, which empties into Casco Bay. Dine and shop in the heart of the Old Port, only 14 minutes away. There are no bus lines close to the house. One could manage navigating the area via Uber if not driving a car. The loft has an efficiency kitchen with toaster oven, mini fridge, coffee maker, electric tea kettle, two burner hot-plate, pans, utensils, plates and silverware. We keep the loft stocked with Wicked Joe Sumatra blend. Wicked Joe is a local family-owned company committed to producing exceptional coffees using sustainable business practices from crop to cup. Additional large beach towels provided for hot tub and pool use. We can connect you with local area shops for surf board, stand-up paddle board and bike rentals. We have plenty of ideas on restaurants, shops and points of interest which we are happy to share. Local area magazines and tourist information available in the loft.
4.95 out of 5 average rating, 700 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 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!
4.83 out of 5 average rating, 179 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, 103 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, 33 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
4.97 out of 5 average rating, 174 reviews
Wells Maine Home with a View
Our Contemporary Cottages, at Seagull, gracefully sits on a grassy 11 acre bluff with panoramic views of the Rachel Carson Refuge and the Atlantic Ocean. This tastefully decorated cottages offer air conditioning, heat, ceiling fans, fully equipped kitchen with dishwasher, gas grill, cable TV, skylights, and a large screened in porch with sliding glass doors opening into the livingroom and master bedroom. Cottage has a great pool/hot tub. WIth ocean view and comfortably accommodates six guests.
4.93 out of 5 average rating, 213 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, 117 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, 26 reviews
*Close to Beach*POOL* *5 Star Reviews*
New, beautiful 3BR/2.5BA home is ideal for your next family summer vacation! Located 1 mile from one of Maine's most popular beaches, this light & airy house is set up perfectly for a couple with main floor master bedroom & en suite bathroom, or plenty of room for the entire family with 2 comfortable bedrooms and bathroom upstairs. Amenities include community pool, wi-fi, Smart TV, and washer/dryer. Other nearby fun attractions include beach, golf courses, local shopping & fresh seafood.
4.85 out of 5 average rating, 46 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, 179 reviews
Oceanfront Cottage 3 in OOB
Escape to your very own slice of heaven with this stunning Oceanfront Cottage at Echo Motel! Situated to offer breathtaking views, this charming beach house is a sanctuary for families & friends. Step inside & the air-conditioned living area invites you to unwind after a sun-soaked day at the beach, while the full kitchen provides space for meal prep and casual dining. 4 bedrooms, 2 full bathrooms, a seasonal outdoor gas grill. Parking for 3 cars. Seasonal pool access mid May-Labor Day.
4.89 out of 5 average rating, 9 reviews
Luxury Retreat In Back Cove | 10 Min to Downtown
Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!
5.0 out of 5 average rating, 113 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, 126 reviews
Our Beach House Getaway
5.0 out of 5 average rating, 69 reviews
The Hurkle Durkle House
5.0 out of 5 average rating, 34 reviews
Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast
4.99 out of 5 average rating, 76 reviews
Love OOB! NEW 3 BR, 2.5 BA Home Near Beaches & Fun
5.0 out of 5 average rating, 59 reviews
Lovely Beach house in GRB - Heated pool!
4.98 out of 5 average rating, 58 reviews
Spectacular 3 Bed Resort Cottage
4.93 out of 5 average rating, 14 reviews
Maritime Meadows – Charming Resort-Style Home!
5.0 out of 5 average rating, 19 reviewsApartment rentals with a pool

Newly designed one-bedroom condo- heart of OGT
4.97 out of 5 average rating, 105 reviews
Steps to Wells Beach + Pool | Coastal Retreat
4.96 out of 5 average rating, 130 reviews
Two-Bedroom Condo on the Wells/Ogunquit town-line
4.85 out of 5 average rating, 227 reviews
Luxury Coastal Retreat | Mins from Dock Square
4.99 out of 5 average rating, 67 reviews
30 second walk to Beach- Pool-Outdoor Shower
4.85 out of 5 average rating, 13 reviews
Cozy Coastal Condo in Wells - Hot Tub & Pool!
4.98 out of 5 average rating, 63 reviews
Driftwood Den
4.92 out of 5 average rating, 12 reviews
Airy and Comfortable Upstairs Condo
4.89 out of 5 average rating, 36 reviewsOther holiday rentals with a pool

Crosswinds Cottage 17
4.71 out of 5 average rating, 7 reviews
OceanFront Pool + Sauna | 2BR at Grand Victorian
4.84 out of 5 average rating, 50 reviews
Quiet 2BR Suite · Saltwater Pool · Walk to OOB
4.87 out of 5 average rating, 91 reviews
Brand new 2 b/r tiny home, 5 minute walk to beach
5.0 out of 5 average rating, 31 reviews
Four Story Townhouse With Ocean View 55
4.97 out of 5 average rating, 33 reviews
Saco/Old Orchard Beach Cottage
4.95 out of 5 average rating, 58 reviews
Atlantic Ocean Suites - Sand Dollar Suite 5
5.0 out of 5 average rating, 6 reviews
Welcome to Sea Mist
5.0 out of 5 average rating, 4 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 | £149 | £221 | £282 | £293 | £198 | £199 | £258 | £258 | £148 | £154 | £166 | £172 |
| 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
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- Rentals with pools York County
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- 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
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- Cape Neddick Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Jenness Beach
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- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
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