Bungalow vacation 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

The Den @ Oliverea - Minutes to Hiking and Skiing!

Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

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

2 Queen Bedrooms (Liv Rm Redecoration in Process)

We are currently rearranging the living room/ kitchen throughout May and will update the pro photos by mid June. We are implementing recommendations from our repeat/long term guests 1. Reduce the sofa-TV distance. 2. Face Sofa to the TV. 3. Make TV viewable from the Kitchen. 4. Improve Sofa location to ACs and Heat. 5. Reduce Energy Bill without sacrificing Comfort. This is a great house but its a challenge to alter the layout. Please accept of apologies for any inconveniences.

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.

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

~Mela Mare~ 1/2 block to Beach 2026 Spring/Summer

~4-night minimum during Peak Summer (5/23-9/2)~ Welcome to Mela-Mare, a surf-inspired bungalow 6 houses away from the beach. This fully renovated (2021) 2 bedroom/1 bathroom house is fully stocked with all essentials plus much more. Walk to the beach, Playa Bowls, or coffee; use our beach cruiser to ride to restaurants or bars; take a quick Uber to Asbury Park or Pt. Pleasant or enjoy nearby playgrounds if you have kiddos! Everything is within reach!

Adorable Bungalow, Walk to Downtown Mystic!

Time for a getaway to historic Mystic, CT! Our lovely two bedroom cottage is available for you to enjoy. Take a short walk (less than half a mile) down the hill to downtown, and explore award-winning restaurants, as well as the adorable shops. Scenic views, a wonderful aquarium, and a walk through history at The Mystic Seaport make our town a very special place to visit. Enjoy walking distance to town, and enjoy your stay in our little cottage.

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.