Holiday houses in Block Island

Ocean-View Cottage at Spar Point Farm Block Island

Spar Point Farm on Block Island is a 6-acre working family farm including a vineyard, orchard, apiary, gardens, greenhouse, and authentic wood-fired "Cob" clay oven. It offers a winning combination of being well off the main road for privacy and quiet, but less than 10 minutes by car from the main port town and 5 minutes from the airport. The farm is flanked by 230 acres of conservation land to the west and enjoys sweeping views of the Atlantic Ocean, striking sunsets, and wondrous stargazing.

Value · Location · Hiking

Cozy coastal tiny house getaway

Situated on Easton's Point, brand new ocean front tiny house looks across to Mansion Row with access to a rocky beach for lounging, swimming, or fishing. The property is close to downtown Newport & ideally located between three beaches. The cozy unit has a queen bed, full bath & kitchenette with coffee maker, fridge, and toaster oven. There is a small deck with ocean views, access to ocean front, outdoor shower and off street parking. We provide beach chairs, a beach umbrella and towels.

Location · Family · Solo travel

Private Bedroom/Bath with Separate Patio Entrance

Visit the beautiful west side of BI in your private bedroom apt. with distant ocean and lovely sunset views located on 5 acres of rolling hills. This bright new master bedroom has large light-filled windows, quiet a/c, hardwood floors, en suite bath, and private entrance. Enjoy breakfast on your own patio and dinner cooked on the grill. Walk the nearby greenway trails, to the horse farm for a trail ride, or to the west side beaches for beach combing, fishing, or sunset picnics. Pet friendly!

Location · Family · TV

Harborview III

Waterfront condo over looking pool & Great Salt Pond. Private deck to take in all the magical views. Fully equipped two bedroom, two bath unit sleeps 4. Air conditioning, washer & dryer, dishwasher, microave, wi-fi, smart t.v., small fridge and large freezer. Feel right at home with fully stocked kitchen. Use of gas grills & outdoor picnic tables. Swim in private in ground pool or access path to small beach after a long day exploring the island. NO pets or smoking. RE.07671-STR STR-25515

Location · Family · Condition

The Figurehead on Block Island (Penthouse)

The Penthouse is like nothing else on Block Island. With over 3,000 sq ft this 3 bedroom 3 bath apartment is great for families, wedding parties, or businesses. It is located across from the ferry in Old Harbor. No need for a car, but free parking is provided. The top cupola is the perfect place to enjoy a cocktail with an ocean view while the front balcony provides excellent people watching. This hidden gem features central air, modern furnishings and easy access to the Island’s top spots.

Location · Family · Nearby

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

Location · Sleep quality · Outdoor spaces

The Fairy House - As Seen on HGTV!

If you're looking for a one-of-a kind stay, look no further! This house was the winner of the HGTV's 2024 "Scariest House in America". What began as one man's life-long passion project, finished with a fairytale ending, undergoing a show stopping renovation from TV-famous designer, Alison Victoria. Surreal, serene, and scenic. Situated on 4 private acres, there is plenty of room to spread out, check out, and relax. You're only minutes away from some of the best Rhode Island has to offer.

Location · Family · Parking

In-Town Condo on Block Island!

Welcome to our condo at 460 Chapel St. Just steps away from the ferry, one of the closest places to stay in town that isn’t a hotel! Huge private deck for entertaining where you can hear the waves at night in the distance. Ideal location for an easy walk to the beach, restaurants, Spring House etc. AC units keep your stay cool or open the doors for nice breeze. Spacious bedroom has 3 beds; queen, full & twin. Comfortable pull-out sofa in living room. (All new) Parking space included

Location · Value · Parking

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

Location · Family · View

Boats & Toads | The Valentine Camp on Wyassup Lake

Escape to our renovated, vintage-inspired family lakefront retreat perched on scenic Wyassup Lake, surrounded by beautiful, protected state forest in North Stonington, CT. Enjoy boating, wildlife, hiking, swimming, kayaking, canoeing, paddleboarding, and excellent fishing. Nearby are gorgeous beaches, award-winning farm-to-table dining, wineries, shopping, music venues, and two world-famous casinos. Central to NYC and Boston, it’s the perfect New England getaway anytime of year!

Location · Family · Decor

Getaway Suite

We are located high on Mott hill in the center of the island. It's about 2 miles to both harbors. There are lots of hiking trails nearby. We are located near the island airport so small private planes come and go during the day but it is usually very quiet at night. Many of our guests say watching the planes is one of their favorite things. This spot is ideal for visitors who like to retreat to a quieter space at the end of a long day at the beach or an evening on the town.

Value · Family · Parking

The Ritz: Bright, airy & close to everything!

One of three homes on a large property, the 'Ritz' is a studio with private porch, Adirondack chairs & fire pit outdoors. Perfect for a couple with one queen. A full kitchen, BBQ grill and a short walk to town and the Southeast Light. We may accommodate a child in a pack n play, but do ask you to bring your own linens. The grill is propane, which we provide a tank and a extra. Please let us know if you are out so we can be sure to have it filled in time.

Family · Location · Condition