
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 $69 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
170 of Old Orchard Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.
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"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
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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.
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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!
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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)
LocationFamilyHospitality

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
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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
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Newly designed one-bedroom condo- heart of OGT
The 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 airbnb super-host and an artist, whose first dance gig was at the Ogunquit Playhouse just up the street. I appreciate your rental as a way to support local artists.
LocationFamilyLaundry

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!
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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.
ValueLocationHospitality

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.
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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.
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Popular amenities for Old Orchard Beach rentals with a pool
House rentals with a pool

There's No Place Like Home
ValueFamilyPool

*Close to Beach*POOL* *5 Star Reviews*
LocationFamilyAccuracy

Our Beach House Getaway
FamilyLocationBeach

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast
LocationValueQuiet

The Hurkle Durkle House
LocationFamilyCheck-in

Lovely Beach house in GRB - Heated pool!
LocationFamilyHospitality

Love OOB! NEW 3 BR, 2.5 BA Home Near Beaches & Fun
LocationFamilyAir conditioning

Spectacular 3 Bed Resort Cottage
LocationFamilyQuiet
Condo rentals with a pool

Steps to Wells Beach + Pool | Coastal Retreat
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Two-Bedroom Condo on the Wells/Ogunquit town-line
LocationFamilyCheckout

OOB Beach Suite|2 Queen Beds | Pool|Sleeps 4 (#10)
LocationFamilyComfort

Luxury Coastal Retreat | Mins from Dock Square
ValueLocationPool

30 second walk to Beach- Pool-Outdoor Shower
LocationFamilyBathroom

Driftwood Den
LocationFamilyAccess

Beautiful Ogunquit Condo! Pool, Walkable, Kitchen!
LocationValueKitchen

Cozy Coastal Condo in Wells - Hot Tub & Pool!
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Other holiday rentals with a pool

Crosswinds Cottage 17
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Quiet 2BR Suite · Saltwater Pool · Walk to OOB
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2025 custom tiny home, 5 minute walk to the beach
ValueFamilyIndoor spaces

Saco/Old Orchard Beach Cottage
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Four Story Townhouse With Ocean View 55
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Atlantic Ocean Suites - Sand Dollar Suite 5
LocationFamilyBeach

Saco Cozy Cottage! Minutes From Old Orchard Beach!
LocationFamilyOutdoor spaces

Paradise Found Minutes from Ogunquit | Heated Pool
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When is the best time to visit Old Orchard Beach?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $280 AUD | $414 AUD | $529 AUD | $550 AUD | $371 AUD | $374 AUD | $485 AUD | $485 AUD | $277 AUD | $288 AUD | $312 AUD | $323 AUD |
| 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
- Beach house rentals Old Orchard Beach
- Beach condo rentals Old Orchard Beach
- Serviced apartment rentals Old Orchard Beach
- House rentals Old Orchard Beach
- Rentals with beach access Old Orchard Beach
- Condo rentals Old Orchard Beach
- Rentals with a hot tub Old Orchard Beach
- Beachfront rentals Old Orchard Beach
- Apartment 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
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- Wells Beach
- Long Sands Beach
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- Willard Beach
- York Harbor Beach
- North Hampton Beach
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- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Jenness Beach
- East End Beach
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
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