
Holiday Homes in Connecticut River
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Top-rated Holiday Homes in Connecticut River
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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.)

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.

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

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.

Dreamy Oceanfront Deck 1 Bed Apt *No Cleaning Fee
Dreaming of a magical seaside getaway this Halloween? Our romantic eco-apartment in the Dream House awaits you! This October we'll have the Halloween spirit for you to enjoy. Rockport is a short drive or train ride to Salem and offers an alternative classic New England vibe for your North Shore visit. Located directly on the ocean in the heart of downtown. Watch the sunset every night from your private deck. Steps to shopping, dining and art galleries. Come stay with us, if you dare!

*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.

Modern Condo in Magog near beach and activities
Spacious 1-bedroom ground floor condo unit. Open air concept gives access to a spacious living and dining room area. Very large bedroom with king size bed and plenty of closet space. Living room includes a king size sofa bed to accommodate sleeping arrangements and a wood fireplace to warm up your winter evenings. Fully functional and equipped kitchen includes all needed amenities. Access via the patio door to a large and secluded rear terrace which includes a BBQ for your convenience.

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

Little Lake House- Swimming, Fishing, 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.

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

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.

Home in Great Barrington. Steps from downtown!
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. 🫶
Popular amenities for Connecticut River holiday homes
Family-Friendly holiday homes

Spacious & Bright Apartment in Rangeley

Le Malamut CITQ # 305452

Chez Moo - Hot Tub with a View

The Grey Barn: Luxe Home w/Hot Tub

FarmCoast FarmHouse: Close to Beach, Amazing Views

Brookside Farm in Charming Burke Hollow

Chalet Alpin d'Orford (heated pool & tennis)

Updated waterfront 3bd/2ba on Balch Lake
Holiday home rentals with a patio

Family Getaway, Modern 5BR, walk to the beach

Skylight Waterfront home w/ amazing view/dock/boat

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

2 Acre Waterfront Oasis Overlooking Waquoit Bay

Riverfront rustic farmhouse near Rhinebeck

Private Beach Haven on Seconsett Island

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

Green Mansions Vacation Condo, 2 bedroom & 2 bath
Holiday home rentals with a washing machine and dryer

The Barn Door Lodge

Cozy Glens Falls home near Lake George & Saratoga

Cheerful 4 bedroom, lake-front vacation home

Cozy Catskills retreat w/views & fireplace

Serendipity By The Shore

Kingston/Woodstock Oasis: Pool, Hot Tub, Game Room

Beautiful Martha's Vineyard Home

Luxury Mtn View 3,700 sf Home, Hot Tub, Sauna
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