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

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.)

4.99 out of 5 average rating, 149 reviews

Guest favourite

Holiday home in Old Orchard Beach

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.

4.72 out of 5 average rating, 234 reviews

Guest favourite

A living room features wooden paneling and bright windows that invite natural light. A leather sofa is adorned with decorative pillows. A wooden coffee table sits on a patterned rug, complemented by an armchair with plaid upholstery. Framed artwork enhances the wall space.

Holiday home in Keene Valley

Charming, Cabin-like apt above Noon Mark Diner

You will be close to everything Keene Valley has to offer 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 additional food and shopping, this bright, queen-sized 1 bedroom 1 bath apartment features a queen-sized pull-out sofa, an open loft with queen-sized bed, a dine-in kitchen with coffee maker, microwave, oven and toaster, and a large living room with a 55” TV and wifi.

4.91 out of 5 average rating, 103 reviews

Guest favourite

Holiday home in Warren

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

4.98 out of 5 average rating, 228 reviews

Top guest favourite

Holiday home in Glens Falls

Glens Falls house near Lake George & Saratoga

Use our cozy 3 bedroom home away from home to enjoy everything in the Lake George area. We are 5 minutes to downtown Glens Falls restaurants, 10 minutes to West Mountain, 15 minutes to Lake George, and 20 minutes to Saratoga. Feel at home during any season visiting family or friends, as a home base for work, vacation, skiing, or to just get away to enjoy living and a small town feel. Relax with a coffee on one of the porches, a bbq, or a peaceful walk around the neighborhood or downtown.

4.99 out of 5 average rating, 106 reviews

Guest favourite

The main living area features a high A-frame ceiling with exposed wooden beams, creating a spacious feel. A comfortable sofa faces a modern coffee table, while a dining space with chairs is visible in the background. Large windows provide ample natural light and showcase scenic views.

Holiday home in Jay

Nine Sides Lodge- 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

4.95 out of 5 average rating, 182 reviews

Top guest favourite

A spacious lodge with an inviting orange facade is presented among lush green grass. Large windows allow for ample natural light, while a prominent deck extends from the upper level. Surrounding trees and a well-maintained lawn enhance the serene outdoor setting.

Holiday home in Broadalbin

5-min near Lake • Firepit • Forest Trails • Sauna

50‑acre property minutes from Great Sacandaga Lake. Nearby Saratoga Springs and Lake George. [Outdoor Sauna, Private Trails, Hammocks, Game Room, Fireplace, 50 Acres, Lake Nearby, Fast Wi‑Fi] Perfect for couples, families & nature lovers who enjoy comfort or adventure. Year round activities: Hike, fish, kayak, snowshoe or stargaze by the fire. Relax in the sauna. Easy access to skiing, sledding, and snowshoe trails. Ask about our bonus night for 2+ weeknight stays.

4.99 out of 5 average rating, 151 reviews

Top guest favourite

A cozy living area is illuminated by soft lights from a decorated holiday tree, positioned near a window overlooking the lake. A large, comfortable couch occupies one side, while a wall-mounted television displays a crackling fire image. Decorative elements create a warm ambiance.

Holiday home in Derry

Little Lake House- Waterfront, Ice Fishing, & 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.

4.96 out of 5 average rating, 208 reviews

Guest favourite

An open living area is illustrated, featuring a light-colored sectional sofa with blue accent pillows. A large flat-screen television is mounted on the wall. A wooden coffee table sits on a patterned area rug, while a dining area is visible in the background.

Holiday home in Randolph

Built 2020 Private Home/4 Beds/2.5 Baths/EV Charge

Kick back and relax in this calm, quiet & stylish single new built home. Within 20-25 minutes driving distance to Boston downtown, Logan International Airport, Encore Casino, China Town, Financial District. 5-10 minutes away from Park & Ride shuttle to The Airport, 110 Grill, Legal Seafood, Five Guys, Starbucks, LA Fitness, Tavern in The Square, Bank of America, AMC movie theater, South Shore Shopping Mall, Chase Bank, BJ or Costco, Kohl’s, Olive garden.

4.96 out of 5 average rating, 116 reviews

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

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

4.99 out of 5 average rating, 262 reviews

Guest favourite

An open kitchen and dining area feature natural wood floors and high ceilings. The kitchen is equipped with modern appliances and a large island. Windows allow ample natural light, illuminating the dining table and additional seating areas. Exposed wooden beams add a rustic touch.

Holiday home in Salt Point

Riverfront rustic farmhouse near Rhinebeck

This historic Clinton Hollow house was built by Isaac Fraleigh in the late 1700's and overlooks the waterfalls of Wappingers Creek. The house has the architectural details of an antique colonial and the open, spacious feel of a modern contemporary. The great room with its big fireplace has different vibes and seating areas and is just perfect for family and friends gathering. The Petanque field in the garden add a fun convivial activity.

4.9 out of 5 average rating, 100 reviews

Top guest favourite

A spacious deck is shown, featuring a hot tub and a dining table surrounded by several chairs. An umbrella provides shade over the seating area, while comfortable outdoor furniture is arranged for relaxation. Lush green trees are visible in the background.

Holiday home in Windham

Sebago Lakehouse: Hot Tub and Private Beach Access

Lovely 3 bedroom/2 bathroom house in the woods with a Hot Tub and access to the private shared beach! Sebago Lake is a perfect family destination for swimming, boating, and fishing. It is ideally located for a day trip to Portland, Old Orchard Beach, Kennebunkport, or Freeport. Or stay home, enjoy the Lake or watch the stars from the Hot Tub. Close to grocery stores and restaurants. Lake and beach access is only a 5-minute walk.

4.99 out of 5 average rating, 108 reviews