Holiday houses in New Shoreham

"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.

Tiny Cottage in Hither Woods, Montauk

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

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.

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!

Waverly Suite 1 on the Beach

Close to everything when you stay right downtown in Old Harbor on Dodge St with direct beach access. Now rented by Herdman Hospitality, this one-bedroom (king and pull-out in living room), 1 full bathroom with a jetted tub. Includes a minifridge, microwave, sink, Roku TV, wifi, A/C, front and back decks, 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.

Water Forest Retreat -Octagon

Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Ambrose Hideaway

Please come enjoy our charming air-conditioned walk-out basement apartment on beautiful Block Island. The entire space is yours, with a private entrance and private bath. Open your door to an outside patio and enjoy our property on the edge of Ambrose Swamp. Just a ten minute walk from Old Harbor, ferries, restaurants, shops & nightlife. Close enough to hear the ferry's horn, but tucked away from it all next to this scenic marshland. Well-trained, housebroken pets welcome (for a small fee).

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.

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.

Shel House

Beautiful Block Island gem, gut renovated in 2010. Classic with all the modern conveniences. Easy walk to the ferry, downtown, and beaches. Four bedrooms, 2 full baths, detached bunkhouse with 3 bunkbeds. Fabulous patio & porches with a backyard that keeps guests coming back. Perfect house for a family or two. Full week rentals only June-August, Friday to Friday. Off season weekends have a 3-day minimum stay. Calendar opens October 1.

Hayden House on Block Island

Hayden House is a cozy, tranquil island retreat that sits guests on 1.5 acres and is only a short 0.5 mile walk to downtown. The sun rises over the large deck that overlooks the back yard...and you will see beautiful sunsets while sitting on the front porch of this farm style home. Please note that Hayden House can accommodate 10 guests during the summer and 8 guests November through April.

Treehouse - Countryside - Farm Animals - Fire Pit

Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)