Holiday rentals with a pool in Kittery

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!

Cozy One bedroom condo near the beach with pool.

This cozy condo sleeps 4 people and located steps away from both Long Sands and Short Sans Beach. Newly renovated bathroom. The bedroom has a queen size bed and a barn door for privacy. The second bed is a queen size Murphy bed. The condo is equipped with everything you will need- linens, towels/beach towels, kitchenware, cook top, fridge, keurig, air fryer, microwave and toaster oven, beach chairs and grill. 7 night stay required. No Pets or AC. No smoking/vaping in unit. 2 parking spaces.

Dunover Farm. One bedroom apartment.

Welcome to our fully renovated apartment on our charming farm retreat near breathtaking Cranes Beach! 1-Bedroom, 1-bath private apartment Outside, you'll find a spacious patio and pool area where you can soak up the tranquility of the farm. Sip your morning coffee with the sheep, or savor a glass of wine in the evening as you enjoy the view of the horses. We are close to the quaint town of Ipswich, minutes to Cranes Beach, minutes to MBTA commuter rail train, and only 40 minutes to Boston.

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

⭐⭐⭐⭐⭐ Indulge in luxury in this 4-bedroom beach home in Hampton, NH, just a short walk to North Beach, boasting stunning water views of Mill Pond & Meadow Pond. Relax in the indoor heated pool and unwind in the NEW hot tub on the private deck, all while surrounded by the natural beauty of the marsh. Don't forget to check out previous guest reviews in the additional photos section. “Although we are a pet friendly property we do charge a pet fee of $100 for two pups under 50 pounds.”

Rye Poolhouse Oasis

Relaxation and memories await you at this Rye poolside oasis! Whether you're staying for one night or a few, this 2 bedroom pool house offers full privacy and all the comforts of home. The heated saltwater pool, outdoor living space, and proximity to the beaches of Rye will make sure that this is one unforgettable stay! Included in your visit with us is a 2 bedroom pool house with full kitchen, bath, laundry, solo stove fire pit, and outdoor entertaining space. Don't miss out!

House with Pool, 4 Houses from Harbor, Fort Sewall

Marblehead Harbor is just 4 houses away from this beautiful antique home with a backyard pool in Old Town Marblehead. This quaint cottage is surrounded by a beautiful garden and is just steps away from The Barnacle Restaurant. Walkable to attractions like Fort Sewall, Fort Beach, Gas House Beach and local shops and restaurants. Car-free convenience in Old Town Marblehead. Perfect for couples or families seeking a charming and convenient getaway that offers off-street parking.

Bedford Retreat: pool, fenced yard.

Peaceful 1 bedroom retreat. Enjoy the privacy of your own home. Sit poolside, enjoy the luxurious king size bed, fire pit, sit on the porch and watch the wildlife. Enjoy the well equipped kitchen, large screen TV and proximity to local restaurants. A second sleeping room with a queen bed is available on the lower level for a small additional guest charge Check-in is after 4:00 PM EST. Pool will be open early June and close in Oct.

Faith Lane with community pool

Newly built open concept with gorgeous quartz counters and vanities. 4 spacious bedrooms so large parties will be very comfortable. Deck with gas grill, table and chairs, and kids picnic table. Community pool and only minutes drive to the beach and pier. Located in the brand new Church Street Station community. The beach trolley stop is right at the entrance to the complex so makes for an easy quick ride to the beach.

OOB Oasis - 5BR private Retreat w/ Pool

Welcome to our stunning home, and your private oasis in Old Orchard Beach! Inside, this custom-built home features 3 suites (each with its own private bathroom), a gourmet kitchen w/ high-end appliances, a sprawling open floor plan, and ample parking for large groups. Outside, you'll find a large fenced backyard, deck with BBQ grill, and in-ground pool perfect for cooling off on hot summer days.