
Vacation rentals with a pool in York
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in York
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.

Sanctum by the Lake
Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the large pool, hot tub, and lake access, The Sanctum by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

Centrally located Ocean Towers condo in Ogunquit
This charming and comfortable 1 bedroom 1 bath condo includes a generous living area complemented by an updated kitchen. Located on Rt 1 at the Ocean Towers condo complex. Trolley stop in front of condo. Walking distance to restaurants, shops, beach, the Marginal Way, Perkins Cove & more! Swimming pool, on site coin-operated laundry, free parking, cable, 2 ACs, & Wi-Fi. The bedroom includes a Queen bed, TV has a HDMI cable for streaming. Linens provided. *Renters need to bring their bath towels.

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.

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

Designers Dream Home with Pool!
Discover this brand-new, beautifully appointed 2-bedroom home nestled within a secure, private community surrounded by 200 acres of preserved natural beauty. Enjoy full access to outdoor heated pools, a clubhouse featuring a game room (with ping pong, foosball, shuffleboard, and a poker room), and a fully equipped fitness center to keep you on routine. Mingle with fellow guests at the clubhouse or relax in your peaceful, private backyard, and enjoy the perfect balance of activity and serenity.

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.

Our Happy Place!
Our newly renovated coastal themed unit is located one mile from beautiful Wells Beach and directly behind Maine's famous Congdon's Doughnuts. The dining options are endless whether you're looking for something as casual as a food truck or overlooking the sunset from Billy's Chowder House; there's something for everyone. Please note, the pool, hot tub and outdoor amenities are typically available Memorial Day through early October. Guests must bring their own queen sheets and bath towels.

Romantic New England Historic Schoolhouse c1866
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

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.

Paradise Found Minutes from Ogunquit | Heated Pool
Your Year-Round Oasis in Seaglass Village close to Ogunquit Maine! Nestled within a picturesque resort community in the heart of Maine, "Paradise Found" is more than just a cottage; it's your ultimate year round retreat. Immerse yourself in comfort and convenience with newly updated furniture, a modern kitchen featuring granite countertops, central AC and heating throughout the home, an in unit washer and dryer, wifi, cable and a delightful golf cart to explore this coastal haven.

Tower Suite w/ Hot Tub, W/D, & Parking
This newly renovated, gorgeous, spacious suite, located on the 3rd floor of our 1865 mansion, is just 10 mins to downtown and the airport. Relax by the firepit or soak in our hot tub and enjoy our gardens. We are owner-operated. The suite includes a newly renovated bath with rain shower and radiant floor heating; W/D; lounge and kitchenette w/ work table; and a large bedroom. Our half-acre yard provides ample space for privacy. Level 2 EV station is available #allarewelcome
Popular amenities for York rentals with a pool
House rentals with a pool

Ogunquit River Outlook

Fantastic Kittery Home with Pool

Faith Lane with community pool

Locke Lake Ski & Swim

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

The Goodwin House (East) 420 Friendly

2BR, Sea & Relax w/ Wells Reserve View

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Condo rentals with a pool

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Stylish Designer Retreat on Langsford with Pool

Ocean View - Steps to the Beach!

Hampton Beach Bailey's Resort

Steps from Beach | Pool | Parking | Sleeps 6

406 Co. Seascape

Starfish Condo Wells Beach

Awesome get away spot in Wells!
Other vacation rentals with a pool

Freshly Renovated, Family-Friendly Coastal Cottage

Pool and walking distance to beaches! Amenities!

Beach Dreams Retreat

Cozy Beach Cottage - Wells, ME

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

3 Bedroom Cottage | Easy Walk to Marginal & Beach

"Secret Summer" Savings

Cottage in Wells Maine
When is the best time to visit York?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $352 CAD | $458 CAD | $313 CAD | $282 CAD | $276 CAD | $379 CAD | $488 CAD | $488 CAD | $364 CAD | $278 CAD | $338 CAD | $336 CAD |
| Avg. temp | -5 °C | -3 °C | 1 °C | 7 °C | 13 °C | 18 °C | 21 °C | 20 °C | 16 °C | 10 °C | 4 °C | -1 °C |
Quick stats about vacation rentals with a pool in York

Total vacation rentals
Explore 140 vacation rentals in York

Nightly prices starting at
York vacation rentals start at $141 CAD per night before taxes and fees

Verified guest reviews
Over 3,170 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
140 of York vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across York rentals

4.8 Average rating
York stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
York’s top spots, include Ogunquit Playhouse, Strawbery Banke Museum, and Mount Agamenticus
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