Bungalow holiday rentals in Long Island Sound

Lakefront Bungalow Bliss | Serene 2BR Retreat

Unwind by a crackling fire on the lake at dusk. Bungalow Bliss offers expansive lakefront views from its many unique outdoor spaces. Situated in a tranquil private Lake community, this home is ideal for swimming, fishing, kayaking, bird watching and skating in wintertime. Enjoy your next getaway, relaxing couples weekend, or just working remotely in a peaceful, centered home. This well-equipped home is located near wineries, golf courses and hiking in the Litchfield hills. We are Pet-Friendly

Montauk Oceanview with Fireplace (2)

Wake up to ocean vistas every morning in a charming cottage. There are stunning views of the waves, soothing ocean sounds, and a gentle sea breeze. Sip coffee on a sun-drenched porch, enjoy a sunset stroll along sandy beaches, or simply unwind with the mesmerizing horizon as your backdrop, this cottage provides the perfect blend of comfort and charm. The cottage features a cozy interior with a working fireplace, modern amenities, and large windows that showcase the stunning seaside scenery.

Montauk Beach Bungalow East Apt.

Charming, clean, private, quiet, 2 bed 1 bath ocean view apartment across from ocean beach via through dunes path. Check the surf from the living room window. Dine in or out with the moon rising over the ocean. Includes BBQ and fire pit, outside table. Private entrance, lawn, outdoor shower, storage space for bikes, etc. Perfect vacation rental. Full kitchen with stove oven, fridge, sink, coffee maker, toaster, microwave, pots pans dishes etc - monthly discounts. Small bathrm & shower

Woodstock Charmer

Quirky 3 bedroom cottage built in 1927 and lovingly updated over the last 25 years. Only a few minutes from town, but hidden away in the woods with fabulous views of Overlook Mountain from our large deck. Perfect for 2 couples or a family with kids. We can accommodate 6 adults, but we only have one bathroom! Our home has a well stocked kitchen, lots of kids toys, games, books, TV and a record collection. There is AC in the master bedroom, fans in other rooms and a working fireplace.

3-bedroom Berkshire bungalow on 2.5 peaceful acres

Modern farmhouse bungalow with private bridge and brook! Offering privacy as well as nearby nightlife, set upon 2.5 acres of beautiful Berkshire landscape but only 7 minutes to downtown Great Barrington and a short drive to Catamount and Butternut ski area. Mountains, waterfalls, countless hikes and bike routes, farmers' markets, coffee shops, breweries, Shakespeare and Co, Tanglewood, and world-class restaurants all come together in this quintessential New England community.

Home in the Catskills with Hot Tub

Welcome to our 1920's Craftsman Cottage, nestled in the friendly hamlet of Palenville. This fully furnished house is currently located close to the historic Kaaterskill Falls, Hunter Mtn skiing and hiking. The local swimming hole is within walking distance. Hop in your car for the short drive to Catskill, Hudson, Woodstock, or Saugerties. This area will keep you coming back time and time again. Located less than 2 hours from NYC and just 15 min Exit 20 of the NYS Thruway.

2 Queen Sized Beds - Lake Hopatcong Cottage

This little house offers a lot for visitors to the area: - near Route 15 and minutes to US 80 - two comfortable queen sized beds - sofa bed that comfortably sleeps 2 - kitchen with basic cooking amenities - rear patio with grill and fire pit - walking distance to boat rentals - near trails and restaurants - popular wedding venues within 15 mile drive: Perona Farms, Waterloo Village, Crossed Keys Estate, Sussex Fairgrounds -Mountain Creek approximately 20 miles away.

The Woodland Lakehouse under an hour from NYC !

This 600 Sq ft modern and cozy bungalow with semi-private dock access is perfect for families or couples looking to get away and relax on beautiful Greenwood Lake, right in the heart of the Hudson Valley. The house is just steps away from the lake. (About a 45 second walk, 4th house back on the street.) The decor is elegant yet comfortable and casual with plenty of spaces indoor and outdoor to make yourself right at home. Town of Warwick short term permit #p25-0572

Brookie • Creekside • Fires • BBQ • Fishing

This stream side cabin is located in the heart of the Catskill Mountains. It is the perfect get-a-way for people looking to be outside by nature while having a beautiful living and working space. Located steps away from the Esopus Creek, peaceful sounds of rushing water can be heard in and out of the cabin. The cabin has a deck that overlooks the river, outdoor fire-pit w/ Adirondack chairs, a grill, picnic table & an indoor gas fireplace.

Island Bungalow near Newport, nearby beach/sunset

This is a quintessential Jamestown, RI beach house!! Located 4 houses from Narragansett Bay and 1 mile to the famous "Sunset Beach" (thus all the sunset pictures), you can ride bikes or drive to beach, come home for lunch/nap and return in the afternoon or sunset cocktails! Note: This house is not winterized—it does not have a heating system. Electric baseboard is not connected to power. Window AC in living/dining and each bedroom.

Elegant 3BR Longmeadow Home| Sauna| Near Big E

Welcome to your peaceful Longmeadow retreat—perfect for families visiting loved ones, Springfield events, or trips to The Big E. This charming 3BR bungalow features a wood-burning fireplace, outdoor barrel sauna, private backyard, and uplifting artistic touches. Located across from a quiet park and minutes from Springfield, the MassMutual Center, and Eastern States Exposition, it offers a relaxing place to recharge after a busy day.

Cozy Beach Bungalow steps from Boardwalk & Beach!

Please note: 7-day minimum during summer season and 30-day minimum during off-season (winter) due to new city ordinance! Cozy family bungalow on a private walkway just steps from the boardwalk and beach! Stay includes access to one reserved parking spot (three blocks away from the house) and two prepaid beach passes. Walkable to all boardwalk attractions. Great place to bring the kids or as a couples' getaway.