
Guesthouse vacation rentals in Block Island Sound
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Top-rated guesthouse rentals in Block Island Sound
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"Mystic Country" Farm Stay at 100 Acre Wood
Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.
4.99 out of 5 average rating, 254 reviews
Cliffside Guesthouse in Mystic Historic District
Let the Cliffside Guesthouse become your gateway to the fun, excitement and relaxed New England charm of historic southeastern Connecticut. Cast off the burdens of daily life and journey to Mystic, a historically avant-garde seaport community that combines the best of both yesterday and today. Located just steps from the Mystic River, and situated only blocks from the center of our historic hamlet, and close to award-winning restaurants, the Seaport, the Aquarium and Mohegan & Foxwood Casinos.
4.97 out of 5 average rating, 102 reviews
Guesthouse Farm Stay
Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.
4.97 out of 5 average rating, 357 reviews
Spacious and serene 2-bedroom ~ Close to beaches!
“The Nest” is a spacious, serene 2 bedroom apartment built above our stand alone storage garage. Upon entering the 1000 sq ft space you are greeted with an open floor plan boasting cathedral ceilings, modern wet bar/kitchenette, bright living room and dining area. Sliders open to private deck with wooded view. A full bath, 2 bedrooms and add’l sleeping nook off the main living area complete the space. Also on the property are a cottage and 1800s Colonial home. Close to beaches, URI & more!
4.97 out of 5 average rating, 111 reviews
Historic Mystic Cottage w/ Fire Pit & King Bed
Transport yourself to Mystic's shipbuilding heyday at Smith Cottage. This adorable, open-concept, pet-friendly, two-bedroom retreat in historic Old Mystic captures the essence of a bygone era. Nestled at the head of the Mystic River, it offers a perfect base for exploring the coastline and Mystic Seaport. With Colonial nautical charm and 21st-century comfort, the Smith Cottage invites you to experience genuine New England hospitality. Your journey into Mystic's maritime history begins here!
4.99 out of 5 average rating, 260 reviews
Jolee Cottage, near Newport, Narragansett, Beaches
In walking distance to Jamestown Village. Short drive to Newport (14 min); Wickford (15 min); Narragansett (23 min); Block Island Ferry (38 min); and TFG Airport (30 min). The living room has a gas fireplace, desk, flat screen TV, sofa and bath. A spiral staircase leads you to the upper level which has a queen size bed, vanity, reading chair and armoire. Private deck with ocean views of the Pell Bridge and Newport. Cottage is located on property adjacent to Host Home so privacy limited.
4.95 out of 5 average rating, 347 reviews
Cozy All Season Cabin Near Beach at Rockbriar Farm
Small vintage vacation cabin located in Charlestown, RI a 1 mile walk/bike to the town beach. Located on 7 acres called Rockbriar Farm, the cabin is in a wooded setting away from our home affording privacy for guests. One large room includes the futon bed/couch and the one sink; the shower and toilet are in separate room. Cabin also has a cedar enclosed hot water outdoor shower. Clean, cozy but not luxurious! No stove, but coffee maker, microwave, outside grill, and mini fridge.
4.88 out of 5 average rating, 349 reviews
Waterfront Studio, 10 min to Downtown Providence
Enjoy your own waterfront retreat in this beautifully renovated, professionally cleaned boathouse down a private drive in a quiet, former estate. This hideaway is just 10 minutes to downtown Providence and the colleges and a short, 10-minute picturesque walk to historic Pawtuxet Village for shopping and dining. Enjoy the private deck, full kitchen, king size bed, washer, dryer, and plenty of space for relaxing or working. Note: This space is not suitable for children or infants.
4.92 out of 5 average rating, 471 reviews
Beautiful Studio - < 15 mins 2 downtown & Brown
Relax, work, and unwind in “The Treehouse,” our serene, light-filled studio apartment nestled among the trees. Perfectly located in historic Rumford, RI, it’s just 3 miles from Brown, RISD, and Johnson & Wales, and 5 miles from Providence College. Enjoy quick access to the East Side of Providence, Newport, and Little Compton beaches. Conveniently close to Amtrak, bus lines, and the airport, it’s an ideal spot for exploring New England or visiting area colleges.
4.95 out of 5 average rating, 133 reviews
Charming Carriage House-Ocean View-Beach-Fireplace
Spacious, charming, fully equipped family friendly home in the heart of New London's beach community. The apartment is quiet, private, attractive and comfortable. Private beach, wide open views of Long Island Sound and on site parking. Your carriage house apartment has a private entrance and is located on the second floor above our detached two car garage. Relax, get comfortable and enjoy your stay!
4.98 out of 5 average rating, 136 reviews
Gorgeous Waterfront Getaway
Perfect getaway from the city for couples wanting peace and tranquility and stunning views. A beautiful waterfront one bedroom guesthouse, one and one-half miles from downtown Mystic CT. Beautifully decorated with art and antiques. Kitchenette, full bath and loft bedroom. Queen bed. Air conditioning and heated. Belgian linen bedding! Private patio. Dock. Kayak/Canoe rentals close by. Internet.
4.98 out of 5 average rating, 713 reviews
Cute Little House in Town
Cute little guesthouse perfect for two people, but could also work for three with advance notice. There is a queen bed upstairs, and a couch downstairs, there are two fold out cots available upon request. The deck overlooks the huge backyard. The television has a Roku boxes so you can watch Netflix, Amazon Videos, etc. I have a friendly dog named Barney who is often outside on the property.
4.95 out of 5 average rating, 276 reviewsPopular amenities for Block Island Sound guesthouse rentals
Family-friendly guest house rentals

Guest Suite at Wisteria Gardens
4.99 out of 5 average rating, 191 reviews
Windy Top Cottage ~ A Romantic "European" Getaway
4.98 out of 5 average rating, 932 reviews
House on Little River / Writer Retreat
4.96 out of 5 average rating, 216 reviews
The Offshore - A Walkable Wakefield Carriage House
4.99 out of 5 average rating, 156 reviews
Beautifully Renovated 1800s Chilmark Barn
4.95 out of 5 average rating, 103 reviews
Cozy Hilltown Cottage
4.99 out of 5 average rating, 222 reviews
The Quail’s Nest
4.99 out of 5 average rating, 128 reviews
La casita J place
4.96 out of 5 average rating, 137 reviewsGuest house rentals with a patio

Lovely Lakeside Cottage
4.89 out of 5 average rating, 200 reviews
North Country Cottage
4.99 out of 5 average rating, 131 reviews
Luxury in the Litchfield Hills
4.98 out of 5 average rating, 127 reviews
Page Guest House
4.98 out of 5 average rating, 116 reviews
Waterfront Cottage / Your Cape Escape
4.99 out of 5 average rating, 104 reviews
Close AirPort|SixFlags|Big E|Free Private Parking
4.9 out of 5 average rating, 105 reviews
MV King bed, Water Views, Near Bike Path- Bus stop
4.97 out of 5 average rating, 113 reviews
Sweet Victorian in Housatonic
4.95 out of 5 average rating, 176 reviewsGuest house rentals with a washer and dryer

The Cottage at Relaxing in Newport RI + waterviews
4.95 out of 5 average rating, 110 reviews
Small Town Waterfront Community
4.99 out of 5 average rating, 371 reviews
The Gardener's Cottage Dog friendly/weekly/monthly
4.94 out of 5 average rating, 254 reviews
The Little Blue Cottage
4.84 out of 5 average rating, 155 reviews
Southport, CT across from BEACH
4.96 out of 5 average rating, 219 reviews
Westville Hideaway | Stylish Guesthouse + Parking
4.92 out of 5 average rating, 356 reviews
Cozy cottage on small intown farm.
4.99 out of 5 average rating, 146 reviews
Cozy In-Law Apartment
4.99 out of 5 average rating, 158 reviewsDestinations to explore
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