Holiday rentals with a pool in Rockingham County

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.

Newly designed one-bedroom condo- heart of OGT

The newly furnished condo is located right in the center of everything that beautiful Ogunquit has to offer. Just a five minute walk to the beach and even closer to Ogunquit's landmark restaurants and bars, this is the most desirable location to stay in Ogunquit. Enjoy free on-site parking, a BBQ and on-site pool access. I am an airbnb super-host and an artist, whose first dance gig was at the Ogunquit Playhouse just up the street. I appreciate your rental as a way to support local artists.

Fantastic Kittery Home with Pool

Modern New Englander boasting a large, private backyard with pool (seasonal, from May to Oct, approx). Our comfortable, 3-bedroom home is a commuter's dream. Working from home? Use our separate dedicated office space with 1 gig WiFi. Playing hooky? So many options! Walk or bike to the fabulous eateries, shopping or breweries our area has to offer! Enjoy our pool or take a short drive to the beach! (Please note, our pool is normally unheated. For an additional $40 a day we'll heat it!)

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.

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!

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.

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

This surreal 4-bdrm house (with a long driveway and no neighbors) is the perfect setting for your reunion, retreat, or party. It was owned by someone in the architectural salvage business--and boy, does it show! Every room is a Wow! moment. Next to the house is a spectacular post & beam barn--perfect for parties and get togethers. This rental also include a pool, hot tub, game room, ATVs with miles of private trails, and other activities.

Beautiful Lakefront Vacation

Historic home , built 200 years ago. Home is totally powered w/ solar energy. Bright sunny, country style w/ lots of wood, tile, granite counters & European kitchen. Noodles the cat to greet you Large 30 foot deck , gas grill and patio umbrella & seating for outdoor dining. Accommodations on lake side include fire pit, kayak, canoe, paddleboards PFD's, picnic tables, chairs, hammock w/beautiful view. A small slice of heaven!

Classy Ogunquit Studio! Pools, Kitchen, Walkable!

NEW! Newly refurbished, beautiful, spacious studio-condo! Walkable to all things loved in Ogunquit! Restaurants, Theater, Shops, Ice-cream! Take a sunrise/sunset stroll along Ogunquit's glorious Marginal Way! Trolley is a block away and The Ogunquit Playhouse across the street! Indoor/outdoor Pools (seasonal). Fully equipped kitchen. Free Wi-Fi. Queen bed. Bike rack. Clean and Stocked, including thoughtful extra's, makes your stay easy.