
Holiday home rentals in Connecticut River
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Top-rated holiday home rentals 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.)
4.99 out of 5 average rating, 149 reviews
Lakefront Retreat | Kayaks, Paddle Board & Hot tub
Welcome to the newly renovated lakefront vacation house in the Catskills. It is perfect for family & friends looking for a getaway in the Hudson valley and Catskill mountains. Close to ski resorts like Hunter & Windham. This peaceful retreat is located in a beautiful lake community with a large waterfront backyard. You will enjoy: • Gathering around the fire pit by the waterfront with s’mores • Relaxing in the Hot Tub overlooking the lake • Wake up to the beautiful lake view from your bedroom
4.85 out of 5 average rating, 132 reviews
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
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
The Portland Getaway - 3 Bed Apt w Historic Charm
Newly renovated 3bd apt with historic charm and all the amenities to explore Portland's Restaurants, Arts, Coastline, Parks, and More! Located in the Oakdale Neighborhood the unit features 3 spacious bedrooms, 2 trendy bathrooms, beautiful eat in kitchen, cute office space, living room, off street parking and a large fenced in backyard with a fire pit. Walking distance to local attractions and 5-10 min drive to the Old Port and Waterfront. Come stay and enjoy all that Portland has to offer!
4.93 out of 5 average rating, 166 reviews
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, 105 reviews
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
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, 150 reviews
Little Lake House- Waterfront, Fishing, Swimming
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
Renovated Water Haus ⎥+8 beds ⎥Historic Waterfront
Water Haus is the premier destination for your Rhode Island retreat. Fully renovated, well lit and highly walkable. Guests have access to the converted 3 family: a trio of 900sf apartments, each with two bedrooms all under one new roof. Please note: parties and events are not allowed. This trendy location is ... * Walkable to cafes, breweries, and 5 star restaurants * 12 min to RWU * 18 min to Providence * 27 min from airport * 35 min to Newport
4.94 out of 5 average rating, 99 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
4.99 out of 5 average rating, 259 reviews
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, 99 reviewsPopular amenities for holiday home rentals in Connecticut River
Family-friendly holiday home rentals

Herb Farm Guest Apartment
5.0 out of 5 average rating, 129 reviews
Spacious & Bright Apartment in Rangeley
4.95 out of 5 average rating, 107 reviews
Bright and Spacious West End Charmer
4.91 out of 5 average rating, 142 reviews
Shoreline Serenity: Your Coastal Escape Marshfield
4.96 out of 5 average rating, 114 reviews
Beautiful one bedroom cabin only 50 ft from beach4
4.72 out of 5 average rating, 233 reviews
Cheerful 4 bedroom, lake-front vacation home
4.96 out of 5 average rating, 80 reviews
Unique Beach Front With Panoramic Views !
5.0 out of 5 average rating, 67 reviews
Serene Sunapee Barn
4.98 out of 5 average rating, 54 reviewsHoliday home rentals with a patio

Built 2020 Private Home/4 Beds/2.5 Baths/EV Charge
4.96 out of 5 average rating, 115 reviews
*Farmhouse Chic with Mountain and Lake Views*
4.89 out of 5 average rating, 125 reviews
On the Water Gem - 2 BR -The Cove Lanesville
4.99 out of 5 average rating, 94 reviews
Luxury Mtn View 3,700 sf Home, Hot Tub, Sauna
4.96 out of 5 average rating, 68 reviews
2 Acre Waterfront Oasis Overlooking Waquoit Bay
4.94 out of 5 average rating, 81 reviews
Relax, explore, snowmobile & ATV from property
4.98 out of 5 average rating, 66 reviews
Coastal Gem
4.99 out of 5 average rating, 71 reviews
Chez Moo - Hot Tub with a View
4.66 out of 5 average rating, 92 reviewsHoliday home rentals with a washing machine and dryer

Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace
4.99 out of 5 average rating, 87 reviews
Serene Adirondack home with private lake
4.97 out of 5 average rating, 67 reviews
Beautiful, luxury 3 BR/2 BA on the sand!- sleeps 8
4.96 out of 5 average rating, 27 reviews
Newport Condo with Harbor View and Rooftop Deck!
4.99 out of 5 average rating, 84 reviews
Sebago Lake House getaway
4.85 out of 5 average rating, 34 reviews
Victorian Vistas in the middle of town..
5.0 out of 5 average rating, 49 reviews
Kingston/Woodstock Oasis: Pool, Hot Tub, Game Room
4.95 out of 5 average rating, 93 reviews
The Barn Door Lodge
4.91 out of 5 average rating, 64 reviewsDestinations to explore
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