Guesthouse holiday rentals in Northeastern United States

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Top-rated Guesthouses in Northeastern United States

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

A serene landscape is presented, featuring expansive green fields under a softly glowing sunrise. Two rustic buildings are visible: a barn with classic doors and a white cottage, both surrounded by lush trees and open space, reflecting the peaceful countryside setting.

Guesthouse in North Stonington

4.99 out of 5 average rating, 247 reviews

"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.

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Guest favourite

The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.

Guesthouse in Lincoln

4.96 out of 5 average rating, 326 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS AUGUST 30-SEPTEMBER 3 (4 nights/5 days) OCTOBER 18-21 (3 nights) Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include orchards & direct Lakefront.

LocationFamilyIndoor spaces

Top Guest favourite

An outdoor seating area features two black lounge chairs positioned beside a small table, all set against a backdrop of trees displaying autumn foliage. Potted plants are placed nearby, and a wooden deck extends from the building, creating a seamless connection to the natural surroundings.

Guesthouse in North Bennington

4.99 out of 5 average rating, 361 reviews

Birch House - lake, green trees + modern comforts

We're a little guest house near a lake in Vermont with green trees + modern comforts. Perfect for couples + individuals looking to relax + enjoy nature. Renovated, air conditioned space w/ cozy, minimalist vibes. A small modern cabin that's peaceful + private. Tucked into a quiet neighborhood. Main home is a separate building next door. Near Bennington College. 12 minutes to downtown Bennington. IG birchhousevt Please note that due to a severe allergy, it is difficult to accommodate animals

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Top Guest favourite

Guesthouse in Cummington

4.99 out of 5 average rating, 219 reviews

Cozy Hilltown Cottage

Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

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Top Guest favourite

A cozy seating area features a richly colored sofa adorned with patterned cushions, paired with a small circular table. A comfortable armchair complements the space, surrounded by floral wallpaper and natural light filtering through nearby windows.

Guesthouse in Frenchtown

4.98 out of 5 average rating, 158 reviews

River Witch Cottage Frenchtown

Nestled in the heart of Frenchtown NJ, you'll find enchantment hidden in the lush gardens of River Witch Cottage. • Restore yourself in a luxe queen bed • Prep a simple meal in the fully equipped kitchen • Nourish yourself in the charm of an intimate dining area • Recline in cozy comfort beside a beautiful gas fireplace • Rejuvenate in the jets of the jacuzzi tub, soaking under the natural glow of skylights • Morning coffee or evening wine in the tranquil setting of the private outdoor patio

ValueLocationHiking

Top Guest favourite

The cozy cottage is nestled among vibrant autumn foliage, showcasing a welcoming wooden deck and a bright red roof. A large dock with seating extends into the lake, while kayaks are stored nearby. The serene water reflects the colorful trees, enhancing the tranquil setting.

Guesthouse in Tupper Lake

4.97 out of 5 average rating, 143 reviews

Waterfront Artisan ADK Cottage - Tupper Lake

Sunset Cottage is cleaned in compliance with CDC COVID-19 Lodging cleaning standards before you vacation there. Sunset Cottage is only 15 feet from Tupper Lake with a sandy spot for launching canoes/kayaks and a large dock where you can moor your powerboat if you bring one. Dock seating and swimming with a dog friendly stair. Fire pit with firewood on the lawn with Adirondack chairs for your use. Two, kayaks come with the rental. Newly renovated interior with beautiful Adirondack decor.

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Top Guest favourite

The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.

Guesthouse in Naples

4.98 out of 5 average rating, 296 reviews

Grandpa-T’s Guest Cottage at Hawks Landing

Welcome to Grandpa-T’s Guest Cottage at Hawks Landing… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cottage!

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Top Guest favourite

The timber frame house is illuminated against a night sky filled with stars. The exterior features large windows, warm lighting, and a sloped roof. Snow blankets the ground, and surrounding trees are subtly highlighted, creating a peaceful nighttime setting.

Guesthouse in Stowe

4.99 out of 5 average rating, 178 reviews

Stunning timber frame home on Cady Hill

Wrap yourself in the warmth of our recently finished, one-of-a-kind timber frame straw bale home - aka DD's House. Owner-built in honor of our beloved Grandma DD, we welcome you and yours to enjoy some trailside quality time together as you relax after a day of skiing, hiking, mountain biking, or simply enjoying the beauty of Stowe, Vermont. Located right next to Stowe's Cady Hill Forest, this thoughtful design will present you with truly unique construction and finish details.

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Top Guest favourite

The exterior of a cozy loft is framed by trees, featuring a wooden deck adorned with string lights that provide a gentle glow. The entrance is highlighted by large glass doors, leading into the inviting interior space.

Guesthouse in Hinesburg

4.99 out of 5 average rating, 431 reviews

Hydrangea House on the Hill

The loft is surrounded by woods in a quaint, picturesque, rural part of Northwestern Vermont close to Burlington and Mad River Glen. We are 25 mins to Mad River Glen, Bolton Valley and Burlington (Lake Champlain beaches) and 10 mins to Sleepy Hollow Ski and Bike Center, Camel's Hump Nordic Ski Area, Frost Brewery and Stone Corral. Enjoy complete privacy and peaceful surroundings of nature with the full amenities of a home.

LocationFamilyIndoor spaces

Top Guest favourite

The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.

Guesthouse in Granby

4.98 out of 5 average rating, 926 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

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Top Guest favourite

A comfortable sitting area features two armchairs and a small coffee table on a patterned rug. Natural light enters through a window and an open door, revealing a view of the outdoor landscape. Wooden beams complement the warm, inviting aesthetic.

Guesthouse in Loudon

4.98 out of 5 average rating, 385 reviews

Pastoral Farm in NH

Cozy private get away. A little bigger than a tiny house, apart from the main farm house and barns on a beautiful hill top setting. Sit and relax , take a walk through the fields or if your feeling a little more adventurous explore the beaver pond or hike out to picnic rock. This is country living in NH. *Please note that we are 8/10ths of a mile out on a dirt road.

ValueLocationLong stay

Top Guest favourite

Guesthouse in Owego

5 out of 5 average rating, 112 reviews

Waterfront guesthouse with beautiful view

Private guesthouse with 1 king bed and no cleaning fee, in the woods overlooking a 3 acre pond on a 30 acre property with trails and nature all around. Constructed in 2023 with sustainability and views to nature in mind. Conveniently located between Binghamton and Ithaca, and a quick 5-minute drive to historic Owego. A quiet getaway to immerse yourself in nature.

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