
House holiday rentals in Sherman
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Top-rated house rentals in Sherman
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Stay at Old Dorset Farm & create lifelong memories
This 1905 Historic Old Bakery is the perfect location to create lifelong memories while exploring quaint New England. Set on 4 acres, with a lake, trails and golden rolling hills just minutes away, you’ll enjoy all of New England's beauty. Hiking, kayaking, antiques shopping or gallery visiting... it can all be done right here. But you don't have to go anywhere. The two fireplaces invite you to just stay, relax and enjoy the complimentary bottle of Prosecco. Follow us on Insta: @Old_Dorset_Farm

Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

Panoramic Lakeviews & Lush Garden | Beach Access
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features hundreds of plants and a seasonal waterfall cascading into a lily pond with fish and frogs. A shaded patio offers panoramic views and a gas grill. Guests get access to a private community beach. In winter, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy living room, with exposed wooden ceilings, fireplace, smart TV, record player and board games.

Idyllic retreat on the water <1.5 hrs to NYC.
Private getaway on 3+ acres on the river with no visible neighbors, sit by the river or in the enclosed patio with view of the water, walk the trails in the area. Great for short escapes or longer discounted stays enjoy great restaurants, antiquing, swimming, hiking, and access to all New England has to offer. In spring, summer and fall lots of open air activities to be had. Fishing, boating, farmers markets and flea markets. In winter many nice walks to be had, skiing is not too far away.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Hilltop Retreat- Lakefront with Dock
Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Beautiful Lakefront Retreat with Private Dock
Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.

Farmhouse Oasis in the Hudson Valley, Stream Views
Plan your getaway to our farmhouse oasis at Wicked Finch Farm. Enjoy your Hudson Valley escape with expansive valley and stream views. Design meets rustic charm in the 4 bedrooms, 3 bathroom farmhouse. A huge updated kitchen, lots of gathering spaces, and loads of amenities make this the perfect choice for your family and friends. Recently featured on HGTV, InStyle Magazine, First for Women, AOL Living.

Kent village home 2 hrs from NYC
Completely renovated and remodeled, our cozy, light-filled house is in the perfect location in the center of Kent. It sleeps up to seven and is within walking distance of restaurants, shops, hiking trails and Kent School. Golf courses, kayaking and Mohawk mountain ski area are nearby!
Popular amenities for Sherman house rentals
House rentals with a pool

The Getaway-HOST & Co.

midcentury mod * POOL * walk out trail R2R/Mohonk

Entire Home, Private Indoor Pool
Woodstock Historic Artist Estate - The Pond House

Scenic River View Escape | New Paltz

4Br Mountain Brook House on 130 acres w/ trails

Farmhouse w/ Pool, Sauna & Hot Tub near Storm King

Peaceful Light-Filled Guesthouse salt pool/sauna
Weekly house rentals

Stunning Hillside Retreat Close to Kent

Avi’s River House

Cozy cottage

Lakeshore Crest Estate - Waterfront & Pool

VIEWS on Hudson River / Luxury Modern Home

Designers Historic Connecticut Home

Hill Studio, Modern Home with Epic Views

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC
Private house rentals

OWL's PERCH Candlewood Lakefront Rustic Cottage!

Hillside Grove

Mohonk Abode | dog friendly + near hiking

Retreat with Heated Pool, 1 Mile to NYC Train

Dutchess Chalet - Hudson Valley Home w/ Hot Tub

The Art House: 5-Acre Getaway w/ AC & Firepit

Cozy stylish Cabin in the Woods

Private Lake House, Retreat
Destinations to explore
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- Family-friendly rentals Sherman
- Rentals with beach access Sherman
- Rentals with a patio Sherman
- Rentals with lake access Sherman
- Rentals with outdoor seating Sherman
- Pet-friendly rentals Sherman
- Rentals with a washing machine and dryer Sherman
- Rentals with a fire pit Sherman
- Rentals with a fireplace Sherman
- House rentals Connecticut
- House rentals United States
- Yale University
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Sunken Meadow State Park
- Taconic State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Storm King Art Center
- Mohonk Preserve
- Mohawk Mountain Ski Area
- Mount Peter Ski Area
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Sleeping Giant State Park
- Yale University Art Gallery
- Storm King Art Center
- Sherwood Island State Park
- Harriman State Park
- Ski Sundown





