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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, 119 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.)

Top guest favourite
Holiday home in Old Orchard Beach
4.71 out of 5 average rating, 203 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
Holiday home in Parksville
4.93 out of 5 average rating, 183 reviews

Dreamy Catskills mountain getaway w/ yoga studio

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

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, 102 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
The image captures a serene view of the riverside, with smooth rocks in the foreground and a gentle flow of water over them. A modern house is visible on the hillside, surrounded by trees, with large windows reflecting the natural surroundings.
Holiday home in Shandaken
4.98 out of 5 average rating, 205 reviews

Unique BellEayre River retreat

#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Take it easy at this tranquil getaway while you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cats.

Guest favourite
An open, airy space features a wooden staircase leading to the upper level. A small dining area includes a table and two stools, while a comfortable seating area is visible in the background. Natural light filters through large windows, illuminating the modern design.
Holiday home in Great Barrington
4.94 out of 5 average rating, 243 reviews

Home in Great Barrington. Steps from downtown!

First Things First… Let’s Keep the Love Alive! ❤️ 🙌 Central and Private! Just steps away from historic downtown Great Barrington. East Mountain Hiking trails are a quick walk away. Enjoy sunset views with friends and family, before you walk into town for a night out! Butternut Ski Area: 5-10 min drive(traffic depending) Tanglewood: 20-25 min This new home features all new appliances and furniture. Enjoy luxury, charm, and privacy while you rest easy at The Maple. 🫶

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, 110 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
A two-story red house is viewed from the front, surrounded by greenery and trees. The property features a gravel driveway and a fenced backyard. Kayaks are seen by the water, which is just beyond the fence, providing a glimpse of the lake access.
Holiday home in Derry
4.96 out of 5 average rating, 173 reviews

Little Lake House-fishing, relaxation, 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, 209 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

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, 130 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 garden scene is presented with a wrought-iron chair nestled among frosted pink and green sedum flowers. A leafless tree stands in the background, framed by autumn foliage. Rolling hills are visible beyond the landscaped area, hinting at the surrounding natural beauty.
Holiday home in Williamstown
4.98 out of 5 average rating, 113 reviews

ALL welcome: Lovely 1 BR studio, Berkshires beauty

Come as you are - we welcome ALL visitors. Relax and soak in your surroundings in this new 1 bedroom vacation spot. Part of a barn conversion, the space is clean and bright and ideally located for those exploring all the Berkshires has to offer. Perfect for an individual or couple looking to escape to a serene and beautiful setting - a stream abuts the property and hiking/snowshoeing trails are accessible out the front door.

Top guest favourite
A gathering area is set with bright red chairs arranged around a fire pit, with a stack of firewood nearby. The backdrop features lush greenery and distant mountains under a partly cloudy sky, reflecting the natural beauty of the surroundings.
Holiday home in Woburn
4.98 out of 5 average rating, 244 reviews

Le Malamut CITQ #305452

Vue panoramique sur le Mont Gosford, le plus haut sommet du sud du Québec. Chalet entièrement équipé. Comporte 2 chambres avec un lit king et un lit queen. Fibre optique!Les amateurs de plein airs et de grands espaces y vivront un séjour de rêve sous un ciel parfaitement étoilé. Sentiers pédestres directement sur place. Nous sommes aussi à 20 minutes du Mont Mégantic ainsi que du Lac-Mégantic. Vous ne serez pas déçu!

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