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.

Family · Value · Condition

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

Family · Location · Parking

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 · Hospitality

Waverly Suite 3

Close to everything when you stay right downtown in Old Harbor on Dodge St with direct beach access. Now rented by Herdman Hospitality, this second floor one-bedroom (king and pull-out in living room), 1 full bathroom with a jetted tub. Includes a full kitchen, Roku TV, wifi, A/C, deck with dining table, and a shared outdoor shower. Linens and beach basics supplied. Offers direct beach access and in town, 3-5 mins from the ferry. Accommodates up to 4. Ocean views. Free Parking. Pet friendly.

Value · Family · Walkability

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 · View · Accuracy

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 · Decor

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 · Family · Cleanliness

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!

Family · Location · Comfort

The Figurehead on Block Island (North Apartment)

The Figurehead apartments feature fully equipped kitchens, washer and dryer, air conditioning, heat, WiFi, TV, private balconies and free parking. With over 1200 ft.² of living space the north apartment comfortably sleeps up to six guests. There are 2 bedrooms each with a queen bed and twin sleeper plus 2 full bathrooms. The unit is located across the street from the main ferry dock. The central location allows for easy access to restaurants, shopping and island attractions.

Location · Hospitality · Air conditioning

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.

Location · Family · TV

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.

Location · Value · Amenities

Steps From Everything!

This cozy cottage embodies all that Block Island was, while being close to everything Block Island is today- 100 yards to town, 200 yards to ferry, 300 yards to beach. Nestled on a hill, you'll be away from the hustle and bustle but immediate access to it all. Situated directly across the street from the Atlantic Inn and Spring House, you can: Walk to breakfast, walk to lunch, walk to dinner. Plus, Ocean Views from both 2nd floor bedrooms!

Family · Location · Walkability