
Vacation rentals with a pool in York County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in York County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
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, gym and tennis court.

2 BR house, close to Ogunquit, w/ AC + golf cart!
One of the largest air-conditioned, 2 bedroom houses at the luxury Seaglass Village. Our cottage is located at the end of a quiet cul de sac, a short walk to the pools, hot tub, clubhouse, gym, and tennis court. We offer parking for 2 cars, a gas grill, in-unit washer and dryer, cable, wifi, desks, and a dining room table for 6 people. Beach and bath towels, pool noodles, and toiletries provided. We also offer a golf cart for free - which many other places charge an extra $400/week to use.

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.

Fantastic Kittery Home with Pool
Modern New Englander boasting a large, private backyard with pool (seasonal, from May to Oct, approx). Our comfortable, 3-bedroom home is a commuter's dream. Working from home? Use our separate dedicated office space with 1 gig WiFi. Playing hooky? So many options! Walk or bike to the fabulous eateries, shopping or breweries our area has to offer! Enjoy our pool or take a short drive to the beach! (Please note, our pool is normally unheated. For an additional $40 a day we'll heat it!)

Ogunquit Downtown- 5 Mins from Playhouse and Beach
Cozy apartment for up to 3 guests, offering modern amenities and a prime Downtown location. -Features one private bedroom and a full bathroom. -Additional full sofa bed. -Equipped kitchenette with a adicional full size refrigerator. -Building amenities include access to a refreshing pool (seasonal), Grill, convenient on site laundry facilities and ice machine. Just steps away from Ogunquit's beaches and charms, offering an unforgettable seaside getaway. Linens included and 43" tv.

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.

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

Hampton Beach Bailey's Resort
Bailey's Beach Resort requires 7 Night Minimum May 1 - October 14 Extra private newly renovated super efficient North Beach Studio at Bailey's Beach Resort! Enjoy the Pool - Relax on the Patio overlooking green space and sea grasses. Grills onsite to BBQ plus a Coin Op W/D. Free Parking Walk "The Wall" and watch Surfers and Sunrises Daily. Visit the Main Beach - 2 Free Music Shows nightly - Fireworks every Wednesday night. Halfway between Portsmouth and Newburyport!

Steep Falls Escape, river & falls just steps away
Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

Sunny West End Guest Suite w/Harbor Views and Pool
Enjoy views of the working harbor from this bright, two floor guest suite in the historic West End. The space features a garden oasis and seasonal, heated saltwater pool—just a short walk from the Old Port and Arts District. The suite is attached to our home but fully private, with its own entrance. (Portland City Permit: 20185360-ST) Note: Guests agree to indemnify and hold the property owners harmless from any liability for injury or property damage.
Popular amenities for York County rentals with a pool
House rentals with a pool

Townhouse near Gunstock, Bank of NH Pav, Ellacoya

Nana-tucket Inn

Beach Getaway Minutes from the Ocean!

Faith Lane with community pool

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

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Designers Dream Home with Pool!

There's No Place Like Home
Condo rentals with a pool

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Ogunquit one bedroom walk to beach

Serenity by the Sea

Steps from Beach | Pool | Parking | Large Deck

Condo in Old Orchard Beach

Awesome get away spot in Wells!

Relaxing Beachside Condo with Pool at Wells Beach

Drake's Island Beach Area Studio
Other vacation rentals with a pool

Four Story Townhouse With Ocean View 55

Freshly Renovated, Family-Friendly Coastal Cottage

Pool and walking distance to beaches! Amenities!

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

Beach Dreams Cottage w/ Central A/C

Beautiful 2 bedrm cottage in Beach Dreams complex

Maritime Meadows - Charming Resort-Style Home!

Heron's Hide-Away
When is the best time to visit York County?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $341 CAD | $443 CAD | $303 CAD | $273 CAD | $267 CAD | $367 CAD | $472 CAD | $472 CAD | $352 CAD | $271 CAD | $256 CAD | $300 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 County

Total vacation rentals
Explore 150 vacation rentals in York County

Nightly prices starting at
York County vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 3,390 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
150 of York County vacation rentals include wifi access

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

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

Nearby attractions
York County’s top spots, include Strawbery Banke Museum, Ogunquit Playhouse, and Mount Agamenticus
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- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
- Canobie Lake Park
- York Harbor Beach
- Crane Beach
- North Hampton Beach
- Short Sands Beach
- Willard Beach
- East End Beach
- Cape Neddick Beach
- Gooch's Beach
- Salem Willows Park
- Gunstock Mountain Resort
- Funtown Splashtown USA
- Bear Brook State Park
- Crescent Beach State Park
- Footbridge Beach
- Palace Playland
- Singing Beach
- Peabody Essex Museum




