Holiday rentals with a pool in Hampton

Hampton Beach Bailey's Resort

WINTER RENTAL 11/01/25 - 04/30/26 90 DAY MIN DISCOUNTED FEE $1,150/MO +NH ROOMS/MEALS TAX 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!

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.

A Little Bit of Paradise | Steps From the Beach

This fully furnished studio condo, just steps from Hampton Beach, includes a kitchenette, bathroom, queen size bed, and futon with one parking spot. Perfect for a couple, girls getaway, or family with 2 children. A 2-minute walk and you are on the Hampton Beach strip with restaurants, arcades, and shopping galore! A seasonal heated pool and outdoor deck make this the perfect spot to relax outside, enjoy the sun, or watch the Wednesday fireworks from the comfort of the unit. No pets, no smoking.

Whale's Tale - Boutique Studio Condo with Pool

FRESHLY UPDATED & IN THE HEART OF HAMPTON BEACH! 208ft across from the main beach & located only steps from all the excitement. Covered & heated pool. Furnished & fully-equipped condo w/ Keurig coffee machine, toaster, fridge & microwave. Easterly facing unit, so you can hear the roar of the Atlantic Ocean & enjoy the ocean breeze! No need for a morning coffee run as we provide coffee, tea, sugar & cream during your stay. Wifi, cable, chromecast & smart TV. Parking for 1 car included.

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 America Pavillion (concerts) and Tanger Outlet Shopping.

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 - Spacious 5BR private Retreat w/ Pool

Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built retreat 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.

Serenity by the Sea

Welcome to Serenity by the Sea! This postcard is the perfect place to get away and enjoy the smell & views of the ocean from your own balcony. This cozy place has it all for you to bring your family, or to get away from the hustle and bustle of daily life. You will enjoy beautiful North Beach, which offers a place to relax by the ocean or take a walk to find the perfect shell and seaglass. I hope you enjoy the space as much as I do! Welcome home.

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.

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Sleeps 10-4/2 Cozy Beach Cottage, Pool, Porch, BBQ

Welcome to our cozy beach cottage! This newly renovated 4-bedroom, 2-bath home sleeps 10 with a pool/3-season screened-in porch offers the perfect getaway for families and friends seeking relaxation, fun, and comfort. We are centrally located in a quiet residential neighborhood just a short 10 minute walk (.5 mile) from the beautiful Hampton Beach shoreline and only 1.7 miles to Downtown Hampton.

4 Houses from Harbor - Private Pool - Parking

HIGHLIGHTS: • Marblehead Harbor - 4 houses away • Private backyard pool • 0.2 Miles to Fort Sewall • 0.3 Miles to Gas House beach • 0.4 Miles to Old Town Marblehead • 300 Feet to The Barnacle Restaurant • Walkable to restaurants and shopping • Beautiful private garden • One king bed • Two twin beds • One queen sofa bed • 2-car off-street tandem parking spaces