Holiday home rentals in Connecticut River

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Top-rated holiday home rentals in Connecticut River

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious deck features multiple blue Adirondack chairs, all facing the tranquil waters of Long Island Sound. The horizon showcases a gentle gradient of pastel colors, signaling the transition from day to evening, while the calm water reflects the serene atmosphere.
Holiday home in Guilford
4.99 out of 5 average rating, 126 reviews

Spacious Oceanfront Getaway with Spectacular Views

Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

Guest favourite
Holiday home in Old Orchard Beach
4.71 out of 5 average rating, 211 reviews

Beautiful one bedroom cabin only 50 ft from beach4

This beautiful cabin features a queen bed in the bedroom, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, mini-fridge, coffee maker, toaster & dining area. Smart TV, WIFI. AC & Central heating. A private full bath with tub/shower combo included at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the outdoor area.

Top guest favourite
An elegantly set dining table displays black plates, clear glassware, and cloth napkins. A lit candle adds a soft glow, while a modern kitchen is visible in the background, featuring stainless steel appliances and a cozy living area with seating.
Holiday home in Warren
4.98 out of 5 average rating, 205 reviews

Private new house on 10 acres of pristine nature

Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Guest favourite
A charming A-frame cabin is nestled among tall trees, featuring a sloped roof and wooden exterior. The front entrance is marked by a light blue door, and steps lead up to it. The surrounding area includes fallen leaves and an expansive view of the lake in the background.
Holiday home in Caroga Lake
4.93 out of 5 average rating, 107 reviews

Lakefront A-Frame in the ADKs with Watersports

Enjoy the peacefulness of nature when you stay in this clean, modern A-frame that sleeps up to 6. Pet friendly and remodeled for the perfect romantic getaway or fun for the whole family! Offering 120 ft of safe lakefront access and views, one indoor and two outdoor fire pits and plenty of Adirondacks chairs for everyone. This A frame offers high speed Wi-Fi and streaming. 15 minutes from restaurants, Golf Course, Skiing, snowmobiling, hiking and biking trails, music festivals in summer.

Guest favourite
A modern kitchen is highlighted by a large island with a quartz countertop and seating. Natural light fills the space through broad windows, offering views of the surrounding greenery. Professional-grade appliances are provided, creating an inviting area for culinary activities.
Holiday home in Windham
4.9 out of 5 average rating, 115 reviews

*Farmhouse Chic with Mountain and Lake Views*

Welcome to Bright Sparrow Farmhouse! Located on 8 acres of private land with greenery and a wetland lake, this home is the perfect spot to reconnect with nature and enjoy quality time with loved ones. Just mins from Windham and Hunter mountains. Enjoy skiing, hiking, biking, zip lining, water park, lakes, dining, and winery. Our home is a sustainable retreat, powered by solar energy and equipped with a backup battery system. This means you'll enjoy a comfortable and uninterrupted stay.

Top guest favourite
The A-frame lodge is nestled among tall trees, displaying a dark exterior with warm lights illuminating the porch area. A spacious balcony is visible, showcasing outdoor seating, while the surrounding landscape features fallen leaves and a gravel driveway leading up to the entrance.
Holiday home in Jay
4.96 out of 5 average rating, 164 reviews

Cozy A-Frame makes base camp for ADK Adventures

Nine Sides Lodge -3 Beds/1 Bath in the classic ski chalet, A-frame style with fresh and clean updates. -10min to Keene hiking, 15min to Whiteface Mt, 30min to Lake Placid. -Hiking, snowshoeing, XC Ski trails, stream and pond fishing - all in the neighborhood! A-frames are perfectly designed to re-kindle relationships and build a sense of togetherness! In other words, if you don't like being around your friends and family, stick to hotels. But stay here, and give your friends FOMO

Guest favourite
A welcoming living room displays a brown leather sofa adorned with checkered pillows. Two accent chairs with animal print patterns are positioned nearby, surrounding a glass-topped coffee table. Artworks are mounted on the walls, while traditional snowshoes are arranged above the sofa.
Holiday home in Keene Valley
4.97 out of 5 average rating, 116 reviews

Charming apartment above Noon Mark Diner

Your family and friends will be close to everything when you stay at this centrally-located apartment in the heart of the Adirondacks High Peaks Region. Located above the famous Noon Mark Diner and within walking distance to food and shopping. This king-sized 1 bedroom 1 bath apartment features a guest loft with two full-size beds, a partial kitchen with mini-fridge, coffee maker, microwave and toaster (no stovetop or oven), and a large living room with TV and wifi.

Top guest favourite
An outdoor seating area is set on a patterned rug, featuring a black table surrounded by four red chairs. A grill is positioned nearby, and a wooden deck leads towards the water, framed by a black fence and trees that provide shade.
Holiday home in Derry
4.96 out of 5 average rating, 188 reviews

Little Lake House-ice fishing, skating, waterfront

Welcome to our home away from home. This cozy lake get away just minutes over the border from Massachusetts is the perfect place to connect with friends and family. Enjoy days out on the water which is right outside your back door! Or nights at the fire pit enjoying the stars. We have wifi, tv w/ streaming services, laundry, a/c & heat, and kayaks to make your stay as comfortable and fun as possible. We're family friendly and have a crib for infant/baby.

Top guest favourite
A scenic view captures a shoreline with sandy beaches and a calm sea. Lighthouse structures are visible in the distance against a backdrop of fluffy clouds. A person walks along the water's edge, while boats can be seen dotting the water.
Holiday home in New London
4.99 out of 5 average rating, 218 reviews

Modern & Cozy Beach House - Walk to Ocean Beach

Welcome to our modern and cozy vacation apartment in a quiet community just a 5 minute walk to Ocean Beach! ~Special features~ • Dog-friendly! Fully fenced backyard • Central Air Conditioning • New in-unit washer/dryer • 2 BR w/Queen Tuft&Needle mattresses • Futon and couch both fold into add’l beds • Gourmet kitchen; fully equipped & open concept island seating • Coffee bar w/complimentary K-cups • Patio seating area w/firepit & charcoal grill

Top guest favourite
A spacious living area is highlighted by a brown leather sectional sofa, complemented by a small wooden stool. Nautical maps adorn the walls, alongside a ship's wheel, offering a coastal theme. Natural light fills the room through large windows, creating a bright atmosphere.
Holiday home in Bethel
4.95 out of 5 average rating, 144 reviews

The Cape Ann Ranch

Our beautiful one level home in the Western Foothills of Maine is situated on two acres, equal distance between Sunday River Resort , Mt. Abram Ski and Bike Resort , Black Mountain is 45 minutes away. Explore all our area has to offer. Skiing, Snowmobiling, ATV, hiking trails for all abilities, boating, fishing and swimming in our lakes, ponds and rivers and biking. Breweries, Town festivals, art shows, music concerts and so much more.

Top guest favourite
A modern house nestles among snow-draped trees on a hillside. The structure features a prominent deck supported by stilts, framed by the serene winter landscape. Snow blankets the ground, and the scene is enhanced by the blue tones of the house contrasting with the white snow.
Holiday home in Parksville
4.93 out of 5 average rating, 192 reviews

Dreamy Catskills mountain getaway w/ yoga studio

This stunning house has been recently renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

Guest favourite
A modern kitchen displays sleek cabinetry and a white countertop with three wooden stools positioned at the bar. Open shelving holds decorative items and kitchen essentials. Natural light enters through a window, while a microwave and dishwasher are conveniently integrated into the design.
Holiday home in Gilford
4.94 out of 5 average rating, 280 reviews

Marty'sBay-RetroCondo, Private Beach, Concert Path

Enjoy a wonderful experience filled with hospitable touches at this centrally located, 1-bedroom condo with private beach access to Lake Winnipesaukee and a direct walking path to the Bank of NH Pavilion. Our unit has a kitchen, private deck, queen bed, sleeper sofa, and lots of amenities. Great for bike week, concerts, trips to the lake, skiing, and hiking trails!

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