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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Guest favourite

Holiday home in Guilford

4.98 out of 5 average rating, 64 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 Raymond

5.0 out of 5 average rating, 31 reviews

Romantic Lakefront Smart House ★ Breathtaking View

Lakehouse is a 1BR 2Bath smart-home nestled 30ft away from the shores of Governor's Lake, just 1-hour from Boston. It offers a romantic retreat for a perfect weekend getaway or a lakefront oasis suitable for business travelers looking for a longer stay. Outdoor enthusiasts will love private lake access and 400+ acres of trail that are situated just across the street. A short 10-minute drive will take you to Raymond town center, where you'll find restaurants, shops, and other places of interest.

Guest favourite

Holiday home in Burke

5.0 out of 5 average rating, 12 reviews

The Grey Barn with Stunning Views & Hot Tub

The Grey Barn, a newly constructed custom home, offers the perfect base for all your outdoor adventures in the Northeast Kingdom. Ride your bike right off the property onto the extensive Kingdom Trails network. Burke Mountain base lodge is less than 5 minutes from the house offering easy access to the slopes in the winter and the downhill bike park in the summer. With stunning views of Burke Mountain, the Grey Barn is also the perfect spot to relax & enjoy the clouds rolling over the mountains.

Guest favourite

Holiday home in Warren

4.99 out of 5 average rating, 116 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

Holiday home in Gilmanton

4.98 out of 5 average rating, 57 reviews

Lakefront Retreat w/Boat Dock and Amazing Views

Ready for an unforgettable getaway to the lakes region of New Hampshire? Make Happy Hollow your home base for relaxation and adventure! This 4-bed, 3.5-bath home sits on the shore of Shellcamp Pond. Inviting and serene, its amazing views are begging you to come enjoy fun for all seasons. Whether hiking Mount Major, hitting the slopes at Gunstock Mountain, or spending all day on the pond - it’s a perfect location for outdoor enthusiasts & families. You may even see the resident bald eagle!

Guest favourite

Holiday home in Torrington

4.96 out of 5 average rating, 138 reviews

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

Guest favourite

Holiday home in New London

5.0 out of 5 average rating, 127 reviews

Modern & Cozy Beach House - Walk to Ocean Beach

Newly renovated in 2022-We’re excited to welcome you to our modern and cozy vacation home in a quiet community just a 5 minute walk to Ocean Beach! ~Special features~ • Dog-friendly! Fully fenced backyard • 2 BR w/Queen Tuft&Needle mattresses • Futon and couch both fold into add’l beds • Brand new in-unit washer/dryer • Gourmet kitchen; fully equipped & open concept island seating • Coffee bar w/complimentary K-cups • Gorgeous backyard & patio seating area w/firepit & charcoal grill

Guest favourite

Holiday home in Alexandria

4.91 out of 5 average rating, 53 reviews

NH Hilltop Octagon Cabin Overlooking Apple Orchard

Relax in unique 1970s octagon cabin with expansive views of our apple orchard and Mt Cardigan State Park. Natural beauty rules. Swim/paddle Newfound Lake, hike trails or enjoy onsite pool (seasonal), hot tub (year-round) & fire pit. Pick summer blueberries outside your door or fall apples from nearby trees. Go sledding or bring your snowmobile when our winter wonderland arrives. Close to Ragged & Tenney Mountain skiing, Lakes Region, Plymouth State & New Hampton School. I-93 exit 23.

Guest favourite

Holiday home in Whitefield

4.92 out of 5 average rating, 78 reviews

Cozy Lake Cottage; Ski, Hike & Santa's Village

Enjoy Selma Cottage, one of 10 units on a shared property with direct lake access. Selma is a standalone 450 sf, one bedroom cottage. Lake can be used for swimming, fishing, kayaking, or to just lay on the floating dock. Enjoy the community firepit, relaxing back deck, or just cozy up inside by the fireplace. Close to Mountain View Grand, Santa's Village, Bretton Woods, Franconia Notch, Weathervane Theater, & several Breweries. Messages us for seasonal winter rental details!

Guest favourite

Holiday home in Town of Rockingham

4.96 out of 5 average rating, 54 reviews

Cozy studio at Leslie's Tavern in Rockingham

All new construction and amenities. Quiet patio and beautiful ly landscaped space. Conveniently located at exit # 6 91 we are very easy to find. The studio is situated in a separate space detached off the back of the restaurant with separate entrance and private outdoor patio. Parking is a few feet from your entrance in our parking lot. We are located is 2 miles north of historic Bellows Falls and 25 minutes from Okemo. Leslie your host is on premise all the time.

Guest favourite

Holiday home in Derry

4.97 out of 5 average rating, 88 reviews

Little Lake House-Kayaking, Swimming & more

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.

Guest favourite

Holiday home in Ipswich

4.94 out of 5 average rating, 80 reviews

Waldingfield - Chauffeur’s Quarters

Welcome to Waldingfield, a gentlemen's horse farm built in the 1920s. The French-Italianate Chateau is 10,000 square feet and sits on 40 acres with a handful of out-buildings. You will be staying in the Chauffeur's Quarters. The grounds back up to the Ipswich River with 40 miles of walking trails in Appleton Farms. Horses, cows & sheep roam close by all year long. *Apologies but we are not set up for children, pets or check-ins after 10pm*