
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.

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

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

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.

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 Winter & Summer Dates
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.

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 minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by the fire pit, our half-acre yard offers a tranquil stay. The apartment has a chef's kitchen, radiant heat floors in the kitchen and bathroom. Use of the living room daybed linens may incur a charge. Please ask. There is a L2 EV charging outlet. #allarewelcome

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.

OOB Oasis: 5BR 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, and sparkling in-ground pool—perfect for summer fun, fall gatherings, or simply relaxing after a day at the beach.

Resort-like 2 bed/1 bath - seasonal pool/hot tub
Munjoy Hill is Portland's premiere neighborhood. Enjoy ocean views along the Promenade. Share our seasonal private pool/hot tub with us from May thru Oct (dates vary). We have a swing set, lounge chairs, grill, play cornhole, tennis (we supply racquets/balls) watch baseball, basketball or take a walk to the playground close by. A short walk to East End Beach and the waterfront trail lead you to the famous Old Port. This property is one of a kind in the city

Sunset Waterfront Privacy Beach
Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (open June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.
Popular amenities for York County rentals with a pool
House rentals with a pool

Ogunquit River Outlook

Fantastic Kittery Home with Pool

Faith Lane with community pool

Pool and walking distance to beaches! Amenities!

35x18Pool| Hot Tub| Private Oasis w/ Deck | Yard

2BR, Sea & Relax w/ Wells Reserve View

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

Designers Dream Home with Pool!
Apartment rentals with a pool

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Hampton 100 yards to beach

Serenity by the Sea

Ocean View - Steps to the Beach!

Hampton Beach Bailey's Resort

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

Steps from Beach | Pool | Parking | Large Deck

Condo in Old Orchard Beach
Other holiday rentals with a pool

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

Freshly Renovated, Family-Friendly Coastal Cottage

Beach Dreaming

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

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

Cottage in Wells Maine

Cabin in the woods with pool and lake access

Charming Lake Comm Bungalow - EV charging/86” tv
When is the best time to visit York County?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $318 SGD | $414 SGD | $283 SGD | $255 SGD | $250 SGD | $343 SGD | $441 SGD | $441 SGD | $329 SGD | $253 SGD | $239 SGD | $280 SGD |
| 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 $13 SGD per night before taxes and fees

Verified guest reviews
Over 3,390 verified reviews to help you choose

Family-friendly holiday rentals
40 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
- 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
- Capital District, New York Holiday rentals
- Rentals with a patio York County
- Boutique hotels York County
- Cottage rentals York County
- Beachfront rentals York County
- Fitness-friendly rentals York County
- Rentals with breakfast York County
- Rentals with beach access York County
- Beach house rentals York County
- House rentals York County
- Cabin rentals York County
- Hotel rooms York County
- Flat rentals York County
- Rentals with a washing machine and dryer York County
- Rentals with outdoor seating York County
- Apartment rentals York County
- Rentals with a fireplace York County
- Beach apartment rentals York County
- Family-friendly rentals York County
- Resort rentals York County
- Private suite rentals York County
- Rentals with a firepit York County
- Rentals with a hot tub York County
- Pet-friendly rentals York County
- Bed and breakfasts York County
- Waterfront rentals York County
- Rentals with a sauna 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
- Scarborough Beach
- Canobie Lake Park
- Crane Beach
- York Harbor Beach
- North Hampton Beach
- Willard Beach
- Short Sands Beach
- East End Beach
- Cape Neddick Beach
- Gooch's Beach
- Gunstock Mountain Resort
- Salem Willows Park
- Crescent Beach State Park
- Snhu Arena
- Funtown Splashtown USA
- Footbridge Beach
- Bear Brook State Park
- Palace Playland
- Singing Beach




