Holiday Homes in Connecticut River

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

*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, you'll be in proximity to the best of the Catskills: skiing, hiking, biking, zip lining, water park, lakes, dining, and winery. Amenities includes business Wifi, gourmet kitchen, washer/dryer, deck w/ bbq grill, outdoor fire pit, badminton, and more.

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!

Unique BellEayre River retreat

#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Take it easy at this tranquil getaway while you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cats.

Home in Great Barrington. Steps from downtown!

First Things First… Let’s Keep the Love Alive! ❤️ 🙌 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. 🫶

Charming apartment above Noon Mark Diner

Your family and friends will be close to everything 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 food and shopping. This king-sized 1 bedroom 1 bath apartment features a guest loft with two full-size beds, a partial kitchen with mini-fridge, coffee maker, microwave and toaster (no stovetop or oven), and a large living room with TV and wifi.

Little Lake House-fishing, relaxation, 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

Lakefront Retreat Boat Dock Amazing Views

Escape to Happy Hollow, a serene 4-bed, 3.5-bath home on scenic Shellcamp Pond in NH’s beautiful lakes region. Perfect for families & adventure lovers—enjoy hiking Mount Major, skiing at Gunstock Mountain, or days boating & fishing on the pond. With breathtaking views year-round, it’s ideal for relaxation & exploration. Watch for our resident bald eagle soaring by! 🦅 Your unforgettable lakeside getaway awaits! Book now! 🏡☀️

ALL welcome: Lovely 1 BR studio, Berkshires beauty

Come as you are - we welcome ALL visitors. Relax and soak in your surroundings in this new 1 bedroom vacation spot. Part of a barn conversion, the space is clean and bright and ideally located for those exploring all the Berkshires has to offer. Perfect for an individual or couple looking to escape to a serene and beautiful setting - a stream abuts the property and hiking/snowshoeing trails are accessible out the front door.