
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.

Detached bungalow w/ private bath
Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 guests. 2 Adult guests ONLY, no children due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets

Super Adorable Cottage + 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!

Vineyard Meadow Artist Studio
This lovely artist's studio is just steps from miles of trails. Walk to the beach or meander through the woods of Long Point Wildlife Refuge, experiencing the serenity of this still untouched corner of Martha's Vineyard. This studio includes a bathroom with a shower, a washer/dryer and a kitchenette. It is the perfect spot for a lone artist, a couple or a family to enjoy Martha's Vineyard any time of year. This property shares the driveway and parking with Vineyard Meadows Writer's Cottage.

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.

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.

Coastal Oasis | Beach Pass | Pets | Ocean Shire
Escape to The Ocean Shire, a private 2-BR coastal cottage on 1.4 acres, just 5 mins from Watch Hill & Misquamicut beaches. This modern, luxury retreat comfortably fits 4 and is perfect for families or couples. Enjoy total privacy, high-end design, and skip the parking fees with our included Beach Pass! Modern Luxury: High-end finishes and a "spotless" 4.99-star Superhost experience. Prime Location: 🏖️ Watch Hill & Misquamicut: 5 mins ⚓ Historic Mystic: 18 mins 🏰 Newport: 50 mins

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Square6ix Stylish Guesthouse in Westville
Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. A serene private guesthouse perfect for couples, creatives, and travelers. Stylishly decorated with modern amenities, this space is a cozy retreat just a short walk to Westville Village and Edgewood Park. Ideal for weekend getaways, local visitors, or professionals seeking a quiet base with fast WiFi and free parking.

Lovely Lakeside Cottage
Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Fully Renovated, Ocean Views, Fireplace & Beach
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!

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.
Popular amenities for Block Island Sound guesthouse rentals
Family-friendly guest house rentals

Adorable 1 bedroom guest house with ocean view

"The Porch" Your cozy home away from home!

A Barn Experience $159/night NO cleaning fee

Pick Herbs at a Quirky Stone Cottage with BBQ and Fireplace

Guest Suite at Wisteria Gardens

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

A peaceful retreat on Cape Cod Bay

Madaket Bright and Airy Guest Cottage
Guest house rentals with a patio

The Cottage in Greenwich

Historic 1 bedroom home in Cold Spring, NY

Carriage House Studio

Alpine Chalet on Spectacular Property

French Guest House in Waccabuc

Cottage with a Waterfall View

Guilford Lakes Cottage, with hot tub and fire pit.

Chic, Private Cabin with Stunning River Views
Guest house rentals with a washer and dryer

Amazing Views & Rooftop Deck - Safe - Parking Incl

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

Large Studio – Walk to Town

College Hill Loft: Walk to Brown/RISD + Parking!

Refined, serene and like no other, Marlboro, VT.

Cozy Mountainside Suite - Minutes from Beacon

Carriage House in Downtown Historic District

Light-filled North Truro cottage-Lovely gardens
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