Holiday rentals with a pool in Rockingham County

4.93 out of 5 average rating, 268 reviews

A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.

Home in Derry

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.

4.93 out of 5 average rating, 137 reviews

A spacious living area features a comfortable sectional sofa with patterned upholstery, situated alongside large windows offering expansive views of the waterfront. Natural light floods the room, complemented by warm wooden accents on the ceiling and floor. A dining table for four is placed near the windows.

Cottage in Newburyport

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

4.9 out of 5 average rating, 52 reviews

Surfside - Boutique Studio Condo w/Pool

SURF-THEMED CONDO IN THE HEART OF HAMPTON BEACH! Just 208 ft from the beach and steps from all the excitement. Enjoy a fun coastal vibe with surf-inspired décor, a covered heated pool, and a fully furnished, well-equipped condo featuring a toaster oven, full fridge, cooktop & microwave. Walk to restaurants, shops, arcades, and nightlife. Includes Wi-Fi, Smart TV, and 1 covered parking spot. 🌊🏄‍♂️☀️ No need for a morning coffee run as we provide coffee, tea, sugar & cream during your stay.

The sleeping area features a queen Murphy bed with a soft white quilt and decorative pillows. Beside the bed, two lamps provide warm lighting, and a framed wall art piece in neutral tones is displayed above. Ample storage is available in stylish cabinetry.

4.95 out of 5 average rating, 55 reviews

Whale's Tale - Boutique Studio Condo w/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.

5 out of 5 average rating, 11 reviews

Apartment in Pittsfield

Eaton Pond Retreat

Nestled on Catamount Mountain, this peaceful mountain retreat offers the perfect blend of relaxation and outdoor adventure. Enjoy scenic views from the gazebo, unwind by the firepit, take a dip in the pool, or launch a kayak right from the property’s pond. Surrounded by hiking trails, nearby lakes, and classic New Hampshire beauty, it’s the perfect escape year-round. Plenty of parking for trailers (boats and Snowmobile). Plenty of parking. message me if you have any questions.

4.99 out of 5 average rating, 69 reviews

An indoor pool is surrounded by light blue walls and gray tile accents. Natural light filters in through large windows, illuminating the water's surface. Steps lead from the pool to a door that opens to the outside area.

Home in Hampton

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 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.”

Superhost

An aerial view captures a coastal home surrounded by lush greenery, with the ocean and a sandy beach visible in the background. The serene landscape includes a clear blue sky, highlighting the natural beauty of the Cape Neddick shoreline.

Home in York

4.81 out of 5 average rating, 78 reviews

Spacious Cape Neddick Coastal Home !

NEW POOL AVAILABLE FROM AUGUST !!! Escape to this breathtaking coastal home in Cape Neddick, where every room offers stunning ocean views and the iconic Nubble Lighthouse. Designed for relaxation and entertainment, the spacious layout features multiple gathering areas, including a cozy living space and a game room with a pool table. Large windows and private balconies let you soak in Maine’s beauty. This home is the perfect escape for making unforgettable memories by the sea !

4.79 out of 5 average rating, 48 reviews

A classic red-shingled house is depicted, featuring multiple gabled roofs and a welcoming front porch. A paved pathway leads to the entrance, bordered by landscaped greenery. The parking area is visible alongside the building, with a mix of outdoor lighting and natural shade from nearby trees.

Apartment in Haverhill

Cozy 2BR Haverhill Stay | Pool & Parking

🏡 Escape to this peaceful 2BR Haverhill retreat, perfect for couples, families, business travelers, and extended stays. Relax with a King bed, a Queen bed, a private fire pit, and a shared fenced backyard, with optional seasonal pool access (June–September, $50/hour). Inside, enjoy fast WiFi, a Smart TV, a fully equipped kitchen, dining for six, free parking, and easy access to downtown Haverhill, commuter rail, scenic trails, shopping, and convenient Boston day trips.

An aerial view of Hampton Beach highlights the proximity of the condo to the beach and nearby attractions. The coastline stretches out with sandy shores and a vibrant blue ocean. Nearby buildings and roadways are visible, providing a sense of the community and access to the area.

4.85 out of 5 average rating, 104 reviews

Steps from Beach | Pool | Parking | Large Deck

This furnished 2-bedroom, 2-bath condo is available for monthly stays from mid March through April, offering a comfortable coastal home base just steps from Hampton Beach. The unit features high-speed WiFi, central heat and A/C, one off-street parking space, and access to a covered common pool (open seasonally during summer months). Ideal for professionals, couples, or extended winter stays seeking walkable beach access without sacrificing comfort, privacy, or flexibility.

A newly renovated studio features a spacious bed with a leaf-patterned comforter. A wooden wardrobe stands against the wall, complemented by a mounted flat-screen TV. Soft lighting is provided by wall sconces, creating a cozy atmosphere. A seating area with a small table is visible.

4.92 out of 5 average rating, 13 reviews

Hampton Beach Bailey's Resort

Bailey's Beach Resort requires 7 Night Minimum May 1 - October 14 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!