
Holiday 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.

Attitash Retreat
Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

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.

Sunset Waterfront Retreat | Private Beach, Pool &
Waterfront retreat with private beach access, panoramic marsh views, and unforgettable sunsets. Designed for families and groups looking to relax, reconnect, and enjoy the best of Plum Island living. Enjoy the private pool (open seasonally), expansive outdoor living spaces, firepit lounge, and peaceful wildlife views directly from the property. Spend your days walking the island, to local beaches and restaurants, or simply unwinding by the water. Inside, the home features a modern kitchen, was

Charming Pool/Garden Guest House
A little Paradise! Charming pool and guesthouse in country setting, birds and flowers galore. Much to do in the area, or just quiet, settling into some refresh-your-soul time. The guesthouse has all you need to feel at home. Within 15 minutes you'll find Gunstock Recreational Area, Highlands Mtn. Bike Park, Hermit Woods Winery, Funspot bowling and arcades, hiking, fishing, Shaker Village, Lakes Region Casino, NH Speedway, Bank of NH Pavillion (star-studded concerts) and Tanger Outlet Shopping.

Kennebunk/Kennebunkport Beach House w/Pool!
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!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Your crew 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, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

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

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

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

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.

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.

The Golden Eagle - Mountain Lodge
Stunning cabin in the heart of the White Mountains of NH. Cozy up in this beautiful luxury lodge which offers great views of the mountains and privacy throughout your stay. This gorgeous cabin boasts three bedrooms, three private decks, a loft for studying or relaxing with a dedicated work space, and a private outdoor area for grilling or having a campfire. Elegantly placed on the side of Campton Mountain the home is just minutes from I-93 and Waterville Valley.
Popular amenities for York County rentals with a pool
House rentals with a pool

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

Faith Lane with community pool

Unique church accommodation • Sebago Lake • Pool • Fire pit

Old Falls Retreat-4BR w Gorgeous River View & Pool

Designers Dream Home with Pool!

Spectacular log home with private pool and hot tub

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

Charming Lake Comm Bungalow - EV charging/86” tv
Apartment rentals with a pool

The Alpine Oasis

Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6

Two-Bedroom Condo on the Wells/Ogunquit town-line

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

Cozy, clean, 2nd floor condo in Conway, NH!

An Amazing Mountain Getaway!

Cozy Family Retreat with Saco River Access

Fantastic condo in best location in MWV.
Other holiday rentals with a pool

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Freshly Renovated, Family-Friendly Coastal Cottage

Beach Dreams Coastal Escape, Pool, Hot Tub & Gym

Our Happy Place!

Paradise Found Minutes from Ogunquit | Heated Pool

Ellis Riverfront Glamping Pod

Cabin in the woods with pool and lake access

2 BR house, close to Ogunquit, w/ AC + golf cart!
When is the best time to visit York County?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £152 | £131 | £131 | £150 | £147 | £202 | £259 | £259 | £193 | £149 | £141 | £165 |
| 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 holiday rentals with a pool in York County

Total holiday rentals
Explore 150 holiday rentals in York County

Nightly prices starting at
York County holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 3,370 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
150 of York County holiday 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 Ogunquit Playhouse, Strawbery Banke Museum and Mount Agamenticus
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Family-friendly rentals York County
- Cottage rentals York County
- Flat rentals York County
- Bed and breakfasts York County
- Rentals with a patio York County
- Beach apartment rentals York County
- Private suite rentals York County
- Rentals with a sauna York County
- Rentals with a washing machine and dryer York County
- Apartment rentals York County
- Pet-friendly rentals York County
- House rentals York County
- Fitness-friendly rentals York County
- Rentals with a firepit York County
- Rentals with a hot tub York County
- Boutique hotels York County
- Rentals with breakfast York County
- Resort rentals York County
- Rentals with a fireplace York County
- Hotel rooms York County
- Waterfront rentals York County
- Beachfront rentals York County
- Beach house rentals York County
- Cabin rentals York County
- Rentals with beach access York County
- Rentals with outdoor seating York County
- Rentals with pools York County
- Rentals with pools Maine
- Rentals with pools United States
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- York Harbor Beach
- Canobie Lake Park
- Scarborough Beach
- Crane Beach
- Willard Beach
- North Hampton Beach
- Short Sands Beach
- East End Beach
- Good Harbor Beach
- Cape Neddick Beach
- Gooch's Beach
- Salem Willows Park
- Snhu Arena
- Gunstock Mountain Resort
- Footbridge Beach
- Crescent Beach State Park
- Funtown Splashtown USA
- Bear Brook State Park
- Hills Beach





