Family-friendly holiday rentals in Manchester

4.99 out of 5 average rating, 111 reviews

The exterior of the house features a rustic design with wooden siding and a sloped roof. A spacious deck is visible, adorned with comfortable seating and surrounded by vibrant flowers and greenery, creating a natural and inviting setting.

Chalet in Manchester

Haus Nowak - spacious family-friendly retreat

Our home is privately set on a dirt road less than 2 miles from town or a short drive to ski areas. Nestled in a wooded acre with wandering paths, it is perfect for those who want to be close to all Manchester offers yet quiet and comfortable for reading, music, or mid-day naps on the deck or screen porch. Go river walking or hike the Lye Brook Wilderness and AT trails? It’s less than a mile from the house- walk, bike, or drive to the trailheads. *Note: 6 adults (or less)+children is ideal !

KitchenFamilyCleanliness

A scenic view of downtown Manchester shows vibrant foliage, including a red maple tree in the foreground. The historic home is framed by lush greenery and blooming flowers, with the mountain range in the background under a clear blue sky.

4.96 out of 5 average rating, 168 reviews

Manchester Marble Walk Gem - just off Main Street

Thoughtfully designed, this 3-bedroom gem is ideally situated for relaxation and exploration for family, friends, or coworkers. Walkers will love the proximity to coffee, dining, and shopping spots as well as a treasured bookstore and inviting library. Downhill and XC skiers have multiple options from 7 to 17 miles away. Bikers, hikers, skaters, and golfers will be equally pleased. A multi-use year-round rail trail and very active rec park in walking distance delights both young and old.

FamilyKitchenLocation

4.99 out of 5 average rating, 111 reviews

A spacious living area features a large stone fireplace as the focal point, surrounded by comfortable seating. Natural light floods through large windows, accentuating a wooden coffee table at the center. Subtle decor elements contribute to the inviting ambiance.

Cottage in Manchester

Edelweiss Cottage, Manchester VT

Welcome to Edelweiss, a beautiful guest cottage in Manchester Vermont. Our idyllic cottage is nestled into the hillside at the base of Mount Equinox. The two story cottage boasts a stunning stone fireplace and large windows overlooking the tiered landscape and Green Mountains in the distance. We are located minutes to Manchester viliage, shopping outlets, Equinox Resort, Hildene, and the Equinox Skyline drive. We are 20 minutes to Bromley and 35 minutes to Stratton and Magic Mountain.

KitchenIndoor spacesLong stay

4.99 out of 5 average rating, 140 reviews

The chalet is positioned on a gently sloping grassy area, featuring a spacious deck with a hot tub and several outdoor seating options arranged around a fire pit. Large windows reflect warm interior light, framing a serene natural backdrop of trees, enhancing the inviting ambiance.

Chalet in Winhall

Mountain view chalet with hot tub & fire pit!

Welcome to the @vermontviewchalet! This spacious, family-friendly property is perfect for year-round enjoyment. With the mountain view as your backdrop, come unplug by the fire pit and unwind in the hot tub. Perfectly situated between Manchester (shopping & dining) and Bromley/Stratton (skiing and entertainment). You're also just 2 minutes away from the Appalachian trail for the best hiking and fall foliage Southern Vermont has to offer. Look no further, you've arrived at your destination.

Indoor spacesKitchenComfort

4.98 out of 5 average rating, 132 reviews

A deck area features four comfortable chairs surrounding a glass-topped table. Lush greenery and trees with autumn foliage create a colorful backdrop, while a clear blue sky adds to the inviting outdoor setting.

Barn in Manchester

Cozy Barn home w/ Mountain Views

Newly renovated cozy Vermont barn with views of Mount Equinox. This unique barn includes a full kitchen, bedroom, bath, smart TV, and wifi. Conveniently located 2.5mi to downtown Manchester and 3.7mi to the Dorset Town Green. Come hike, golf, ski, dine, shop, or take a stroll on the Manchester Rail Trail. 15min drive to Bromley and 25mins to Stratton. Relax with a cup of coffee or glass of wine on the deck while looking out at the mountains, or cozy up with a book by the electric fireplace.

Indoor spacesFamilyPets

A charming exterior view of the house is displayed, featuring a welcoming entrance with a front porch and wooden steps. The property is flanked by a two-car garage, with a gravel driveway leading up to the house. Lush greenery surrounds the building, providing a sense of seclusion.

4.95 out of 5 average rating, 136 reviews

Ski and Play in Manchester Center!

Fully renovated 2000 sf 5 bedroom/2 bathroom house in the heart of Manchester Center, VT! 6 miles to Bromley, 15 miles to Stratton, 6 miles to the Vermont Summer Festival horse show, and less than a mile to all of the shops and restaurants Manchester Center has to offer! You cannot beat this location no matter the season! The house is set back off the road and surrounded by woodlands so even with all of these amenities at your fingertips, you feel like you're far off the beaten path!

Indoor spacesFamilyCheck-in

A spacious bedroom is illuminated by natural light from multiple windows. A large bed with patterned linens is centered on a wooden floor. A simple chair and framed artwork add to the room's welcoming ambiance, complemented by warm wall tones and soft area rugs.

4.96 out of 5 average rating, 141 reviews

Modern meets Country Cottage in Manchester Village

Newly renovated, charming 2- bedroom private cottage, all brand new modern style furniture with well lit, clean welcoming spaces. Beautifully located within walking distance of all Manchester amenities. Carport, Stone Patio, Family Room, Great Natural Light. Energy effecient heat pumps/air conditioning. A new enlarged bathroom with a tile and glass shower and heated tile floor. Located in a private corner of a beautiful property. Pets: Non-shedding and well behaved dogs are welcome.

FamilyKitchenNearby

Superhost

A cozy living area features a navy blue sofa positioned beside a bookshelf filled with books. A round wooden table is complemented by four wooden chairs. Natural light streams through multiple windows, emphasizing the warm tones of the interior.

Cottage in Manchester

Quintessential VT Cottage in Manchester Village

Enjoy a storied stay at the Lyman Cottage, a quintessential Vermont cottage in the heart of historic Manchester Village. Lyman Cottage affords a completely private getaway, only steps from the Equinox Resort with lots of space to relax and unwind. The cottage is located deep in the backyard behind the Wickham House. See our other listings for details. Amazing location -- 300 feet from the Equinox Resort, 5 minutes to Hildene, 15 minutes to Bromley and 30 minutes to Stratton.

KitchenIndoor spacesAccuracy

4.79 out of 5 average rating, 130 reviews

4.99 out of 5 average rating, 301 reviews

The green barn structure features a deck with white railings, providing access through double doors. Lush grass surrounds the building, with trees framing the background. A gradient sky at sunset displays soft hues of pink and orange, creating a serene outdoor setting.

Barn in Manchester

Big Green Barn - Manchester Village Vermont

Unique Vermont Barn Experience! 1880s restored barn on 2 acres in Manchester Village across from Southern Vermont Arts Center. Converted to a photo studio in 2004 when we moved from NY; spacious, comfortable, solar-powered, approx. 1 mile to Main St. (town roads, no sidewalk), close to shopping, restaurants, golf, hiking, skiing, etc. Beautiful views, Mount Equinox front, the Green Mountains back. No pets. Not suitable for children under 12. (License number MRT-10126712)

FamilyKitchenCheckout

4.99 out of 5 average rating, 334 reviews

The exterior of a two-story house is visible, featuring a sloped roof and white siding. Lush green bushes frame the front yard, where a small decorative archway and white picket fence add charm. Surrounding trees provide a natural backdrop for the property.

Apartment in Manchester

Private two-bedroom suite within a two-story house

This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio.

KitchenIndoor spacesCleanliness

4.99 out of 5 average rating, 127 reviews

Guesthouse in Manchester

In Town Manchester Studio w/ Loft Bedroom.

The Barn, situated behind our house, is located just a few minutes walk to the center of Manchester. It is a studio setting with general living area on the main floor and a bedroom above in a loft. There is hot tub available to barn guest and a shared (with house) outdoor space. Very clean, very fun space with ample room, comfortable bedding. Perfect for two. (Note: Bedroom Loft is only accessible via a spiral staircase).

Indoor spacesKitchenAmenities

5.0 out of 5 average rating, 110 reviews

A well-maintained garden is depicted, featuring a mixture of lush green plants, shrubs, and a mature tree. A small seating area with two chairs is visible near the entrance, surrounded by well-kept flower beds and greenery, creating a serene outdoor space.

Guesthouse in Manchester

Carriage House

This renovated carriage house is one block from Main Street in historic Manchester Center and a 5 minute walk to a variety of restaurants, shopping and outdoor activities. Historic Manchester Village is a 5 minute drive. Bromley is a 10 minute drive and Stratton is a 25 minute drive. Guest privacy is respected by the hosts, who live in the original farm house and can quickly address guest concerns.

Indoor spacesKitchenParks

Popular amenities for Manchester family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 163 reviews

A charming log cabin is surrounded by vibrant autumn foliage, showcasing a dark wooden exterior and a sloped green roof. The mountains in the background provide a scenic view, enhancing the peacefulness of the property, which is set on a gravel driveway.

Cabin in Sunderland

The Birchwood Cabin - Stunning Mountain Views

FamilyKitchenLayout

4.92 out of 5 average rating, 130 reviews

Cabin in Winhall

A frame cabin with Hot tub near Stratton, VT

KitchenFamilyComfort

4.97 out of 5 average rating, 157 reviews

Chalet in Winhall

Stratton Chalet | Barrel Sauna, Hot Tub & Views

FamilyKitchenCondition

4.97 out of 5 average rating, 284 reviews

A charming two-story cabin features natural wood siding and a welcoming front porch. Lush green landscaping surrounds the home, and tall trees provide shade. A stone pathway leads from the driveway to the entrance, enhancing the connection to the serene outdoor environment.

Home in Sunderland

MOUNTAIN NEST, views, Manchester, hot tub,

Indoor spacesKitchenBackyard

4.93 out of 5 average rating, 271 reviews

The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.

Cabin in Londonderry

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

FamilyKitchenCheckout

4.9 out of 5 average rating, 184 reviews

A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.

Home in Peru

Beautiful Bromley/Manchester VT Retreat w/hot tub

FamilyKitchenWalkability

5.0 out of 5 average rating, 124 reviews

Treehouse in Wilmington

Beautiful timber-frame treehouse

KitchenFamilyNearby

4.97 out of 5 average rating, 859 reviews

A cozy living area features a comfortable sectional sofa with decorative pillows, oriented towards a television mounted on the wall. A stone fireplace adds warmth to the space, while large windows allow natural light to fill the room, providing views of the outdoors.

Farm stay in Moreau

Cottage On The Farm

KitchenIndoor spacesLocation

Family- and pet-friendly home rentals

4.77 out of 5 average rating, 348 reviews

A cozy bedroom features a metal bed frame adorned with a colorful quilt. Soft pillows are arranged at the head of the bed, and a bedside lamp provides gentle illumination. An angled ceiling creates an intimate atmosphere, complemented by a framed landscape picture on the wall.

Guesthouse in Manchester

Romantic Barn Guesthouse in Village Center

FamilyKitchenCondition

A sunroom is featured with large windows allowing natural light to fill the space. Wooden furniture adds a warm touch, while a woven rug covers the floor. A small side table is positioned next to a seating area, overlooking a green landscape outside.

4.78 out of 5 average rating, 252 reviews

The Equinox Cottage

Indoor spacesKitchenComfort

4.96 out of 5 average rating, 121 reviews

A spacious living area features a wood-burning stove nestled within a green tile surround, surrounded by a cozy seating arrangement. Natural light filters through large windows, highlighting the wooden floors and rustic charm of the space. A layered area rug adds warmth and character.

Barn in Manchester

Family-Friendly Home: Ski & Shop

KitchenIndoor spacesPets

4.89 out of 5 average rating, 223 reviews

A stationary white bus sits on a gravel path surrounded by green grass. In the background, sparse trees and expansive fields are visible. Two outdoor chairs and a small shed can be seen nearby, highlighting the serene, rural setting.

Bus in Granville

Serene Bus Getaway Among Rolling Farm Land

FamilyKitchenView

Superhost

A welcoming living area features a stone fireplace with a warm fire glowing inside. Wooden beams cross the ceiling, and a red couch is complemented by leather ottomans. A large window reveals a snowy outdoor setting, while a coffee table holds various items.

Home in Winhall

The Mushroom House of Manchester Vermont

KitchenIndoor spacesAir conditioning

4.85 out of 5 average rating, 205 reviews

4.95 out of 5 average rating, 118 reviews

A bright sunroom features large windows and a vaulted ceiling, allowing natural light to fill the space. A comfortable white sofa is paired with decorative pillows, while a wooden coffee table sits at the center, complementing the warm wood flooring.

Farm stay in Rupert

White Doe Farm •Lovingly restored antique farmhome

FamilyKitchenOutdoor spaces

4.97 out of 5 average rating, 190 reviews

A cottage elevated on a hillside is surrounded by autumn foliage. It features a large wooden deck with multiple seating options, providing views of the lush landscape. Beneath the deck, stone walls create a terraced garden, and a blue tarp is visible on the ground.

Cottage in Dorset

Pond Cottage

FamilyKitchenAccuracy

4.96 out of 5 average rating, 115 reviews

Apartment in Manchester

Comfort & Style for Vacations & Getaways Anytime

KitchenIndoor spacesLong stay

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 1027 reviews

The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.

Guesthouse in Granville

Moon Valley Country Retreat no clean fee pets yes

FamilyKitchenLocation

4.98 out of 5 average rating, 214 reviews

The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.

Home in Salem

Historic Farm Stay | Heated Pool + Hot Tub

FamilyIndoor spacesPets

Superhost

A spacious living area is highlighted by large windows that provide a panoramic view of the surrounding hills. The room features a comfortable sofa, a wooden coffee table, and a dining set. A fireplace and a fully equipped kitchen are situated in the background.

Condo in Stratton

~10% OFF~Walk To Mountain~Amenities

KitchenFamilyTV

4.88 out of 5 average rating, 111 reviews

4.97 out of 5 average rating, 113 reviews

A spacious family room features a vaulted ceiling with wooden beams. Seating includes a sectional sofa and two lounge chairs. A large smart TV is mounted above a minimalist fireplace. Natural light floods in from the expansive glass doors leading to a balcony.

Cottage in Wardsboro

Modern Cottage between Stratton and Mount Snow VT

Indoor spacesFamilyLocation

4.99 out of 5 average rating, 136 reviews

Condo in Dover

Winter Dream! The Handle Lodge at Snowtree Condos

Indoor spacesFamilyOutdoor spaces

5.0 out of 5 average rating, 104 reviews

An aerial view of the property showcases a spacious backyard featuring an in-ground pool, accompanied by a hot tub and lounge seating. The home, surrounded by lush greenery, displays a charming exterior with multiple windows and patio space, ideal for outdoor relaxation.

Home in Saratoga Springs

Saratoga Fall Escape | Hot Tub, Fire Pit & Game Rm

FamilyKitchenWi-Fi

4.79 out of 5 average rating, 279 reviews

A rustic log cabin features a porch with seating arrangements, including Adirondack chairs. The front yard is partially landscaped with small plants. Stacked firewood is visible next to the cabin, and the structure is surrounded by trees and greenery, providing a natural, secluded setting.

Cabin in Wardsboro

Log Cabin Near Stratton/Mt Snow

KitchenIndoor spacesCondition