We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Family-friendly vacation rentals in Sherman

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Sherman

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Home in New Milford

4.88 out of 5 average rating, 169 reviews

Renovated, one level home in an excellent location

Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

Home in New Fairfield

4.92 out of 5 average rating, 102 reviews

Beautiful Lakefront Retreat

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!

Tiny home in New Paltz

4.99 out of 5 average rating, 756 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Home in Cornwall

4.92 out of 5 average rating, 233 reviews

Secluded modern forest cabin with private brook

Renovated cozy cabin (orig 1930s) with modern interior. Two bedrooms, new kitchen & bathroom, overlooking a beautiful private brook and forested hill. Minutes drive to the general store & Kent Falls, 10 minutes from fantastic restaurants, Mohawk Ski Resort & summer activities like swimming & kayaking. Great hiking trails and close to the Appalachian Trail. High speed internet, Netflix, and a deck with outdoor seating. Instagram @GunnBrookCabin

Guesthouse in Stormville

4.99 out of 5 average rating, 160 reviews

Hudson Valley Cottage with Pond Access

Light and airy cottage situated on the private eighteen acre property surrounded by beautiful mature trees, large lawn area and quick two minute walk to a beautiful large 3 acre pond. Perfect spot for a relaxing weekend in the Hudson Valley; only 60 miles from Manhattan. The cottage has it's own private back yard, with a patio and a fire pit. Perfect place to disconnect and relax. Enjoy your Hudson Valley getaway!

Home in New Paltz

4.97 out of 5 average rating, 692 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Barn in Bethel

4.98 out of 5 average rating, 209 reviews

Escape to a Restored New England Antique Milk Barn

A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

Cabin in New Milford

4.82 out of 5 average rating, 116 reviews

A-Frame Cottage off Candlewood Lake

Great vacation home in lake community. Cozy A-frame with 3 bedrooms, 1 bath and large deck. Seasonal views of Candlewood lake. Great place for relaxing. Wooded surroundings provide private setting. Private community beach access to Candlewood Lake. (Seasonal private community beach accessible to renters but groups of more than 5 are prohibited and social distancing is required.)

Rental unit in Carmel

4.88 out of 5 average rating, 280 reviews

Private space, with yard

A little bit country with a modern twist, the space provides comfortable sleeping for up to five guests with a queen bed, queen sofa, and an extra twin mattress (if requested). Has many kitchen amenities. You will have a private yard (table, chairs, and grill) plus 5 peaceful acres and short hiking trails to explore. Pet friendly for additional fee.

Guest suite in New Haven

4.99 out of 5 average rating, 162 reviews

Cozy cottage in historic neighborhood

Housed in a 100-year-old building nestled between the Victorian houses in New Haven's historic City Point neighborhood, once the center of New England's oyster trade, our cottage is a two-block walk from the marina (and its award-winning restaurant), a 10 minute-drive from the West Haven beaches and a few minutes' drive to Yale.

Home in Rhinebeck

4.91 out of 5 average rating, 263 reviews

Architectural wonder in the woods

Unique experience, secluded. Enjoy a weekend or a few days eco-friendly retreat in an architectural, geometric masterpiece on 30 preserved acres just minutes from all that Rhinebeck and the Hudson Valley have to offer. The house is an open plan, and though it has zero bedrooms, it can sleep 4!

Rental unit in Bethlehem

4.94 out of 5 average rating, 228 reviews

Cozy 2nd Floor Suite In Bethlehem CT

Our private 2nd floor suite is fully equipped and easy on the budget. Sleeps 2 in comfort in queen bedroom, spacious living room and well equipped kitchenette. Dedicated workspace. Relax with Wi-Fi, Netflix, Amazon Prime, Sling TV , PBS, Pandora, etc. Free calls anywhere in the US.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Sherman family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Farm stay in Kent

4.87 out of 5 average rating, 269 reviews

(°) The Wandering Peacock (°)

Cabin in Saugerties

4.85 out of 5 average rating, 186 reviews

Container Cabin in the Catskills (Field)

Serviced apartment in Stone Ridge

4.94 out of 5 average rating, 278 reviews

Stone Ridge Historic District Apartment

Rental unit in New Paltz

4.96 out of 5 average rating, 474 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Home in Highland

4.96 out of 5 average rating, 112 reviews

House in Highland: Secluded Retreat

Guest suite in New Paltz

4.95 out of 5 average rating, 330 reviews

Majestic Studio with Shawangunk Mountain Views

Guesthouse in Beacon

4.94 out of 5 average rating, 369 reviews

Cozy Mountainside Suite - Minutes from Beacon

Cottage in Phoenicia

4.89 out of 5 average rating, 820 reviews

Romantic hot tub cottage.Breweries/swimming nearby

Family- and pet-friendly home rentals

Guesthouse in New Milford

4.94 out of 5 average rating, 180 reviews

Charming Cottage w/Pastoral Views

Farm stay in High Falls

4.87 out of 5 average rating, 828 reviews

Dave's Milk Barn

Cottage in Redding

4.93 out of 5 average rating, 239 reviews

Cozy Cottage by the pond

Cottage in New Fairfield

4.94 out of 5 average rating, 263 reviews

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

Home in Cheshire

5 out of 5 average rating, 120 reviews

Pool House

Cabin in Red Hook

4.96 out of 5 average rating, 312 reviews

Modern Upstate Cabin, near Rhinebeck NY

Cottage in Poughkeepsie

4.92 out of 5 average rating, 309 reviews

Be in Nature at this Gorgeous Riverfront Cabin

Cottage in Red Hook

4.98 out of 5 average rating, 606 reviews

bright serene + spacious barn

Family-friendly home rentals with a pool

Home in Cold Spring

4.95 out of 5 average rating, 153 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

Cabin in Saugerties

4.99 out of 5 average rating, 126 reviews

Lovely cabin by the stream

Guesthouse in Olivebridge

4.92 out of 5 average rating, 263 reviews

Cozy Mountain Cottage With Saltwater Pool

Home in Saugerties

4.96 out of 5 average rating, 150 reviews

Lux 1800's renovated farmhouse w/hot tub+pool

Home in Yorktown Heights

4.89 out of 5 average rating, 124 reviews

Cozy winter getaway 1 hr from NYC!

Farm stay in Rhinebeck

4.94 out of 5 average rating, 174 reviews

Majestic Oasis in Rhinebeck w/ Hot Tub & Pool

Home in Kerhonkson

4.95 out of 5 average rating, 329 reviews

Country House: Rustic Charm With Modern Feel

Home in Hudson

4.93 out of 5 average rating, 228 reviews

Casa Luna Country Retreat with Pool, Hudson, NY

Quick stats about vacation rentals that are family-friendly in Sherman

Total rentals
30 properties
Nightly prices starting at
$140 before taxes and fees
Total number of reviews
1.2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore