Unique Places to Stay — Connecticut's Most Unconventional Accommodations Last Updated: July 2021

Ever slept in a helicopter? Or booked an overnight in a luxury treehouse? When getting away, why not make every detail extraordinary – including where you stay. Connecticut’s unconventional accommodations make for truly unique experiences and endless Instagram photo-ops. From refurbished spaces and glamping tents to modern marvels, storybook-like cottages and beyond, here are some of the state’s most one-of-a-kind places to stay.

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Bear Creek Campground Tipis, Bristol

If you’ve ever wanted to camp in a tipi, now is your chance. At Lake Compounce Theme Park’s Bear Creek Campground, you can stay in a deluxe tipi complete with cots, an electricity hookup, and even a mini fridge. Plus, you’ll be just steps away from thrilling rides, attractions and more – maybe you’ll even be first in line when the park opens!

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Lighthouse Suite at Saybrook Point Resort & Marina, Old Saybrook

Ever sleep in a lighthouse? At Saybrook Point Resort & Marina’s Lighthouse Suite, maritime meets elegance inside this intimate accommodation. Ideal for a romantic escape or a taste of coastal New England, you’ll discover breathtaking, unobstructed ocean views on your private balcony, along with a living room, dining area, and kitchenette. And it’s all set on the marina’s main dock, so you can fall asleep to the tranquil sound of waves!

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Winvian Farm, Morris

What do helicopters, lodges, greenhouses, and libraries all have in common? You can stay in them at Winvian Farm. Each luxury cottage is artistically designed to immerse guests in different worlds from Woodlands and Stables to Maritime and Music. If you’re looking to splurge on a truly extraordinary accommodation, Winvian Farm will not disappoint.

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Treehouse at Bluebird Farm, Willington

Set on a 40-acre farm, Treehouse at Bluebird Farm is the perfect rustic escape. Enjoy an intimate, wooden interior with picturesque views while you fall asleep high up in the trees. You may even meet a few farm animal friends along the way!

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1975 Refurbished Airstream Trailer, Stonington

Meet Ms. Amelia – a 1975 airstream trailer set in a Certified Wildlife Habitat off a country road. She’s fully refurbished and provides the perfect “glamping” experience for anyone who loves to spice up their camping trip (and enjoys all things vintage). Outside, take advantage of a patio, grill, and gazebo.

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Glacial Erratic at Moore Brook, Salisbury

Want to upgrade your camping experience? Glacial Erratic at Moore Brook has everything you need for an adventurous camping experience. Unwind in a spacious, furnished tent with two queen sized bunk beds and heating. Check out the refreshing swimming hole and hiking trail that leads into the village of Salisbury.

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Captain Grant’s, 1754, Poquetanuck

One way to plan a unique overnight is to rest your head where the dead don’t rest. Perfect for fall, (or any time you’re in the mood for spooks) Captain Grant’s B&B is rumored to be haunted. According to past visitors, objects have been known to disappear and loud bangs and disembodied voices can be heard. What’s more, the B&B is set between two historic cemeteries, dating back to the 1600s and 1800s. Bring your camera to catch a spirit on film!

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House of 1833, Mystic

Travel back in time at House of 1833 in Mystic. Instead of a renovated interior, this historic Greek revival mansion is filled with 19th century furnishings and rare antiques from collectors around the world. Enjoy working wood-burning fireplaces, English meadow gardens, countryside murals on the wall, country-gourmet candlelight breakfasts, and unique rooms that each feel like time machines.

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Woodbridge Yurt, Woodbridge

Ever stay overnight in a yurt? While central Asian nomads typically use these circular tents, you don’t have to fly across the country to get the yurt experience. The Woodbridge Yurt is simplistic, but still offers the comforts of home including heat and A/C – although you’ll have to leave the tent for access to a full bathroom! Relax out by the fire pit, take an outdoor shower, or even attend a traditional Jewish Shabbat dinner on-site. It will certainly be an escape like no other.

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Windy Top Cottage, Granby

Feel like you’re vacationing in the English countryside at Windy Top Cottage. At an elevation of 970 feet, clean country air is aplenty while hand painted furniture and flower boxes create a charming ambiance. Outside, enjoy an herb and flower garden and fire pit for roasting s’mores. Enjoy a bit of history? The house was built in 1932 by a wealthy Hartford businessman names H. L. Bitter, and many original details still remain in the home.

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Prana Escape Spa Indoor Pool, Cornwall Bridge

At this unique spot, swimming happens 365 days a year. “Prana,” or “life-giving force” names the escape, as it provides rejuvenating getaways for all who come to stay. Inside an environmentally conscious geodesic dome, recharge with an indoor pool, sauna, cold plunge tub, indoor and outdoor jacuzzies, and even professional spa services just a phone call away.

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Modern Riverview Hillside House, Deep River

This modern marvel is one-of-a-kind. Not only will you find yourself surrounded by breathtaking views of the Connecticut River, but you’ll be surrounded by unique architecture including vaulted ceilings, grand windows, skylights, a double-faced fireplace, angular bookcases, a spiral staircase, and even a Yamaha Clavinova digital piano overlooking the river. One more thing – the house’s lighting and temperature can be controlled with voice commands through Google Home.

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Zen House, Stamford

Artists and innovators – did you know you can stay where Gutzon Borglum created the faces of Mt. Rushmore? Believe it or not, the artist sculpted parts of the iconic masterpiece on the grounds where Zen House sits, which were then transported to South Dakota. Today, book an overnight in this bright mid-century modern designed to inspire its guests’ creative juices. Enjoy a pool and diving board, 3.5 riverfront acres, an original stone wall, and plenty of photo-shoot-ready spots.

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Barn Loft at Bluebird Farm, Willington

This simple exterior packs a lot of fun into one space. Barn Loft at Bluebird Farm is perfect for a private weekend away – or a large gathering with friends or family! This renovated barn loft sits on a 40-acre working farm and sleeps up to 15 people. The outdoor space includes four outdoor dinner tables and a large firepit with Adirondack chairs. You can also visit the sheep, chickens and more that reside at the Bluebird Farm!

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River Houseboat at Sticks and Stones Farm, Newtown

Sleep right on the water at the River Houseboat at Sticks and Stones Farm. Nestled right on the edge of the Pootatuck River, this cozy spot allows guests to surround themselves with nature and unique experiences. Enjoy a screened in porch with antique rocking chairs, and access to an organic bio intensive vegetable garden, a stone labyrinth, a Zig Zag Moss Walk, composting toilets and outdoor showers, unusual stone sculptures, a lookout Faerie Gazebo, and two lower ponds for swimming.

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Tiny House on Small Farm, Guilford

Tiny house, big experience. Immerse yourself in the world of this Tiny House which offers life’s most simple pleasures: nature and relaxation. Set on a working farm, guests can learn to can their own vegetables, help garden, play with adorable goats, and more – all within proximity to both hiking and waterfront fun. The house itself offers a comfortable place to sleep and a refreshing minimalist environment.

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Study at Yale’s Study Suite, New Haven

Looking to blend work & play in a unique way? The Study Suite combines high-class accommodations with your very own study space. Hit the books in a separate area with leather chairs, expansive windows with campus views, and shelves equipped with hand-selected literature.

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Club Getaway, Kent

Missing those summer camp memories from summers past? Say hello to Club Getaway, an adult and family summer camp in Kent. From Zumba to live music, waterskiing to dance parties, Club Getaway is a social summer retreat to unleash your inner child and meet plenty of new people. Plus – this spot had its own Bravo reality show in 2020!

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Geodesic Dome, Bethlehem

When you really want to get away, this Geodesic Dome is a fantastic choice. With no electricity, you can truly unplug. In addition to the dome, enjoy an organic farm set on 65 acres where you’re even welcome to help garden and taste fresh produce.

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River Barn, Essex

The exterior may look like a simple barn, but inside you’ll find a completely renovated, sleek hideaway with stylish furniture and barn-chic details including exposed beams, plank flooring, and upscale cattle-themed décor. While you’re there, enjoy premium bonuses such as organic hair & body products, locally roasted coffee and more – all on the house.

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The Tree House at Underhill Hollow, Thompson

Do you believe in magic? At the Treehouse at Underhill Hollow, they certainly do. Not only will you stay up in the trees surrounded by a whimsical interior, but you’ll have the opportunity to discover seven different fairy houses on-site and even go on a treasure hunt.

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Water Forest Retreat – Octagon, Norwich

Water Forest retreat is an octagonal cabin laying on 100 acres of forest with marshes, ponds and hiking trails. Located on Goldmine Brook, this forest getaway has an outdoor seating area and a scenic view of the water. Water Forest retreat is a perfect place to relax and unplug (although the cabin does come with full electricity!)

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Finnegan's Farm, West Yurt, New Milford

This yurt-style tent is a minimal and luxurious way to take in nature. Sleep in an enchanting temple-shaped bell tent furnished with a queen-size bed and warm decor, then outside explore a serene pond, a large garden and meet goats, chickens, ducks, and a pony. Instead of electricity, enjoy solar lights and candles — or turn out the lights for spectacular stargazing on the secluded, 18-acre property.

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Woolley Acres Farm, Glastonbury

Get a full farm getaway at Woolly Acres Farm, an organic farm that raises a small flock of Navajo Churro sheep. Immerse yourself in outdoor areas, including the gardens, and stone patio overlooking the animal pasture, while enjoying a completely private guest wing with an open living and dining room, kitchen, and a large master bedroom. Don’t miss a chance to feed and bond with the animals — grain will be provided!