
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.

Ocean Beach Cottage Wells, ME
Your newly renovated unique private corner lot cottage offers spectacular unobstructed marsh views to ocean included in top 10 US beaches (Boston travel Ogunquit best beaches)Full kitchen, granite countertops, breakfast bar, new appliances, dishwasher, queen bed sleeps 2 adults, roomy L shaped sofa w/ additional sheets upon request for one child or one adult. Bassinet for infant under 20 lbs on request. Keurig/complimentary coffee, tea. Hairdryer, 2 smart TV's ready for streaming, private WIFI

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

Great Condo near Gunstock, Lake Access & Concerts
Location and Amenities! We are the closest condo to the concert path on Misty Harbor! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot

Beautiful 2 bedrm cottage in Beach Dreams complex
Absolutely stunning 2 bed, 1 bath cottage in Beach Dreams. Tucked away in what is known as Selkie Village and nestled against the woods for plenty of privacy. Once inside the cottage, you can relax in the beautifully decorated space, with a fully equipped kitchen, a cozy family/tv room with a gas fireplace and enclosed sun room. Included in the rental is access to the tennis courts, large pool and hot tub (open in summer), gym, kiddie pool and basketball hoop. Short drive to multiple beaches!

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.

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.

Pool and walking distance to beaches! Amenities!
Welcome to our coastal Maine getaway. We’re so excited you’ve stopped by and can't wait to share our spacious three-bedroom home that comfortably sleeps 8. Direct access to SIX different beaches in under three miles including Ogunquit Beach, Footbridge Beach, Wells Beach, and North Beach. Perfect for family outings, girls’ weekends, family reunions, or small retreats! On the Ogunquit Trolley line, we are also walking distance to the Ogunquit town line and minutes to downtown.

Little Nubble Nook - Beach Condo
Welcome to Little Nubble Nook in beautiful Cape Neddick, Maine located in the Gray Gull cottage/condominium association. This adorable 1 bedroom condo is just yards from Long Sands beach and walking distance to all of the restaurants, shops and other local attractions in the area. We are just 1 mile from historic Nubble Lighthouse and minutes to York's Wild Kingdom. Amenities include onsite parking, laundry and inground pool. Don't wait...book your vacation with us today!

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

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

Faith Lane with community pool

Amazing House, Peaceful Shangri-La w/Pool &Hot-Tub

Gilford Getaway - Pool & Hot Tub + Sleeps 18

Cozy Beach Cottage - Wells, ME

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

Maritime Meadows - Charming Resort-Style Home!

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

Cozy Coastal Condo in Wells - Hot Tub & Pool!

NEW Classy Ogunquit Retreat! Pools, Walkable!

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

Hampton Beach Bailey's Resort

Million $ View of Lake Winni Flexible check in/out

Starfish Condo Wells Beach

Awesome get away spot in Wells!

Seaside Condo w/stunning views, 2 Queen sized beds
Other holiday rentals with a pool

Make this family-friendly cottage your summer spot

Steps to Wells & views of Rachel Carson Preserve

Beach Dreaming

Paradise Found Minutes from Ogunquit | Heated Pool

Cottage in Wells Maine

Luxury Retreat In Back Cove | 10 Min to Downtown

Cottage Eight, 84 Drakes Island Road, Wells

Cozy rustic cottage near the beach
When is the best time to visit York County?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 175 | € 151 | € 151 | € 172 | € 169 | € 231 | € 298 | € 298 | € 222 | € 171 | € 162 | € 189 |
| 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 € 69 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
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- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- York Harbor Beach
- Scarborough Beach
- Canobie Lake Park
- Crane Beach
- Willard Beach
- North Hampton Beach
- Short Sands Beach
- East End Beach
- Good Harbor Beach
- Salem Willows Park
- Gooch's Beach
- Gunstock Mountain Resort
- Snhu Arena
- Footbridge Beach
- Crescent Beach State Park
- Funtown Splashtown USA
- Bear Brook State Park
- Palace Playland
- Salem Witch Museum





