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, 124 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, 210 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, 201 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

Superhost
A wraparound porch offers expansive views of the surrounding countryside and Presidential Mountains. Sunlight reflects off the wooden deck, highlighting the natural beauty of the area, which includes rolling fields and trees with autumn foliage.
Holiday home in Jefferson
4.82 out of 5 average rating, 103 reviews

White Mountain Views|Santa's Village|Skiing|Nature

Views of the Presidential Mts. from porch. Set within the White Mountains with year round fun with boating, hiking, biking, snowmobiling/ATV, skiing, fishing and more all within a 10+ mins drive. 7 min: Santa's Village 5 min: Waumbek Golf Course 16 min: Pondicherry Wildlife Refuge 19 min: Bretton Woods Ski 27 min: Cannon Mt Aerial Tramway 30 min: Littleton, Franconia Notch Park, Flume Gorge 41 min: Loon Mountain Ski, Lincoln No AC, Washer/Dryer, pls don't book w us if you need these NO PETS

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, 112 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, 162 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, 115 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.

Guest favourite
A bright living area features a gray sofa with colorful throw pillows, positioned across from a round wooden table. Three framed artworks adorn the white wall, while large windows allow natural light to fill the space. A patterned rug adds warmth to the wooden floor.
Holiday home in Portland
4.9 out of 5 average rating, 121 reviews

Bright and Spacious West End Charmer

This 3 BR/2BA apartment is located in the heart of Portland's historic West End neighborhood. Enjoy the use of the entire spacious, sunny first floor with your own private entrance, parking for 2 cars and private patio area (June-October). Located on a quiet street, but just steps away from modern conveniences and all that this great city has to offer: gourmet coffee shops, delicatessens, yoga studios, shopping, bars and dining, walking trails and the arts!

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, 185 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, 216 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 serene lakeside view showcases a grassy area with four bright blue Adirondack chairs arranged around a stone fire pit. The tranquil waters of Shellcamp Pond reflect a colorful sunset, framed by lush trees and a wooden dock extending into the lake.
Holiday home in Gilmanton
4.96 out of 5 average rating, 106 reviews

Lakefront Retreat Boat Dock Amazing Views

Escape to Happy Hollow, a serene 4-bed, 3.5-bath home on scenic Shellcamp Pond in NH’s beautiful lakes region. Perfect for families & adventure lovers—enjoy hiking Mount Major, skiing at Gunstock Mountain, or days boating & fishing on the pond. With breathtaking views year-round, it’s ideal for relaxation & exploration. Watch for our resident bald eagle soaring by! 🦅 Your unforgettable lakeside getaway awaits! Book now! 🏡☀️

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