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, 146 reviews

Superhost

An aerial view captures the lakefront vacation house surrounded by greenery and calm waters. The property features a spacious lawn leading to the lake, with several vehicles parked near the house, highlighting its accessibility and serene location in the lake community.

Holiday home in Athens

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

4.86 out of 5 average rating, 128 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, 101 reviews

Superhost

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, 230 reviews

Top 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, 104 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, 181 reviews

Guest favourite

A spacious living area is highlighted by large windows that offer views of the ocean. A comfortable sectional sofa faces a stylish dining table, while a modern kitchen with stainless appliances is visible in the background. Light wood flooring adds warmth to the room.

Holiday home in Biddeford

Beautiful ocean front house on Hills Beach

Amazing Atlantic oceanfront home located on Hills beach. Home has all of the necessities for an amazing family vacation on the beach. And recently added seaside deck overlooking the ocean and newly landscaped. Features 2 living rooms with pull out couches, high energy efficient heat pumps with whole house air conditioning, custom kitchen, quartz countertops, black stainless appliances, washer & dryer, beautiful walk-in tile shower, 3 bedrooms, 2 full bathrooms and pool table.

4.94 out of 5 average rating, 110 reviews

Top guest favourite

An outdoor seating area is set on a patterned rug, featuring a black table surrounded by four red chairs. A grill is positioned nearby, and a wooden deck leads towards the water, framed by a black fence and trees that provide shade.

Holiday home in Derry

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

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, 254 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, 106 reviews

Top guest favourite

A bright living area features a gray sofa with colorful throw pillows, positioned across from a round wooden table. Three framed artworks adorn the white wall, while large windows allow natural light to fill the space. A patterned rug adds warmth to the wooden floor.

Holiday home in West End

Bright and Spacious West End Charmer

This 3 BR/2BA apartment is located in the heart of Portland's historic West End neighborhood. Enjoy the use of the entire spacious, sunny first floor with your own private entrance, and parking for 2 cars. Located on a quiet street, but just steps away from modern conveniences and all that this great city has to offer: gourmet coffee shops, delicatessens, yoga studios, shopping, bars and dining, walking trails and the arts!

4.91 out of 5 average rating, 140 reviews