Family-friendly vacation rentals in Mendon

A cozy living space features a large window providing natural light. A comfortable couch and chair are positioned around a coffee table. The room includes a spacious bed with a blue and black patterned blanket, while a 50-inch TV is mounted on the wall.

4.87 out of 5 average rating, 245 reviews

Killington-Pico ski in/out Studio at base of Pico

At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

4.95 out of 5 average rating, 112 reviews

A balcony is featured with a round glass table and two metal chairs, overlooking a vast mountainous landscape. Ski equipment stands against the wall, while natural light highlights the warm tones of the balcony's siding.

Condo in Rutland

Ski on Ski off killington/ Pico mountain condo

Beautiful ski on ski off condo at the foot off Pico mountain ski resort. Free shuttle bus to Killington and Rutland at front door. 4th floor (top floor) condo with elevator. Balcony with view of Dears Leep overlook. Quiet top floor end unit. Full kitchen, 1 bedroom with seperate living room. Living room has pull out sofa bed and 54 inch t.v. and WIFI. Hike the Appalachian, Long and Catamount trails from your back door. 30 minutes from Woodstock. Please be sure to read and agree to house rules.

4.9 out of 5 average rating, 247 reviews

A wooden deck is featured in the foreground, leading to a small sitting area with a patterned chair beside a black side table. Lush greenery surrounds the space, providing a natural setting, while a gravel path and stacked firewood are visible in the background.

Tiny home in Clarendon

Secluded tiny house resort - DOG FRIENDLY

New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

4.94 out of 5 average rating, 117 reviews

A spacious living room features a comfortable sectional sofa facing a propane fireplace. A mounted TV is positioned above the hearth. Natural light enters through sliding glass doors leading to a private porch, surrounded by lush greenery.

Condo in Mendon

Hotel Chic - Home Comfort -Ski Easy.

HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS ❄️Killington - 15 minutes ❄️Pico - 5 minutes ❄️WIFI❄️QUIET❄️FIREPLACE ❄️COMFY❄️IMMACULATE ❄️SUPERHOST RATED OUR ULTRA COZY RETREAT WAITS JUST FOR YOU ⛷️ 🏂Pico-5 minutes ⛷️ 🏂Killington-15 minutes 🥾Minutes from LT/AT 💍Wedding Venues 🚴Mtn Biking •Squeaky Clean •Fireplace, WIFI •TV in living room & bedroom •Private covered porch •Keypad check in •Smoke free/Pet free NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

Apartment in Middletown Springs

The historic Italianate home features a white exterior, with classic green shutters adorning tall windows. A spacious porch is supported by graceful columns, providing numerous seating options. The surrounding yard displays mature trees, enhancing the charm of the property set against a serene backdrop.

4.9 out of 5 average rating, 268 reviews

Apartment in Vermont Historic Home

This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

An aerial view captures the snow-covered Pico Mountain with ski trails visible on the slopes. The surrounding trees are dusted with snow. The Village Square at Pico Condo Association is seen at the base, with buildings arranged neatly alongside a parking area.

4.92 out of 5 average rating, 108 reviews

3BR at base of Pico Mountain!

Ski-on/Ski-off!! Our condo is at the base of Pico Mountain and offers amazing views from the private balcony. Enjoy all the benefits of being slope side of Pico Mountain while just 10 minutes away from Killington Resort! Less then 1 mile from the Long Trail and Deer Leap overlook hiking trail. Both fantastic must-do hikes when in the area! Pico Mountain offers 57 trails with 6 lifts and is a family-favorite to avoid some of the weekend crowds at Killington.

4.96 out of 5 average rating, 128 reviews

A cozy cabin built from dark wood is surrounded by greenery, with large windows allowing natural light to fill the space. A small deck and grill are visible outside, providing an inviting area for outdoor relaxation. Birch trees frame the scene.

Cabin in Chittenden

Cabin on The Hill

Relax with the whole family at this peaceful place. Private, cozy, clean, comfortable getaway in Chittenden Vermont. This beautiful cabin is off the grid with solar power and push button generator. Chittenden is a small drive to endless recreational activities for every season. It is the perfect rustic space for a couple or a small family. It is centrally located between Killington and Rutland. Everything you need is within a 20 to 30 minute drive.

A living room is furnished with a comfortable brown sofa and an armchair beside a wooden coffee table. A rustic wooden fireplace is adorned with festive garland and a flat-screen TV is mounted above it. Natural light enters through a large window, providing a cozy ambiance.

4.85 out of 5 average rating, 205 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

4.85 out of 5 average rating, 229 reviews

A vibrant bedroom features floral wallpaper and peach curtains. A spacious bed adorned with colorful pillows is positioned against one wall. Two windows allow natural light to fill the room. The pink door adds a cheerful touch, while a cozy chair is placed nearby.

Apartment in Rutland

Baby Queens Barbie-core Studio Apt (dog friendly)

Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

4.96 out of 5 average rating, 645 reviews

The exterior of a traditional white house features a spacious covered porch lined with wooden railings and supported by columns. Potted plants and hanging baskets add greenery, while the entrance is framed by multiple windows. A gravel driveway leads up to the porch.

Apartment in Rutland

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

4.94 out of 5 average rating, 370 reviews

A two-story, white wooden house is surrounded by lush greenery and shrubs. A porch with a small seating area is visible, along with an air conditioning unit installed on the upper level's front wall. The bright sky and soft clouds provide a picturesque backdrop.

Apartment in Poultney

Cozy Poultney Village Apartment

I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

4.88 out of 5 average rating, 262 reviews

The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.

Home in Mendon

Ranch at Mendon Mt Orchards

Cozy ranch house in an historic working apple orchard. Located on RT 4 in Mendon, we are just 6 miles from Pico and 11 miles from Killington ski areas. Great restaurants are just 3 miles down the road in Rutland. Shop in our store and bakery, stroll our orchard and visit the chickens, all while enjoying some spectacular views.

Popular amenities for Mendon family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 141 reviews

An A-frame cabin is nestled among trees with autumn leaves in vibrant shades. A large deck extends from the cabin, featuring a hot tub and outdoor dining area. A barrel sauna is positioned nearby, completing the inviting outdoor space.

Cabin in Mount Holly

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

4.89 out of 5 average rating, 206 reviews

A new hot tub with jets is positioned under a wooden structure, surrounded by grass and landscaped areas. A tranquil view of distant mountains and trees is visible in the background, creating a peaceful outdoor setting.

Home in Rutland

Killington/Okemo, 7p Hot tub, Spacious, Mtn.views!

4.93 out of 5 average rating, 292 reviews

A cozy living area features a large dark sectional sofa, complemented by decorative pillows. A wooden coffee table sits in front, and a sleek fireplace is located within the wooden mantel. Large windows allow natural light to brighten the space, framed by gray curtains.

Townhouse in Killington

Modern Mountain Condo with Spa, Pool, Sauna, Gym

4.98 out of 5 average rating, 124 reviews

An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.

Cabin in Stoddard

Boulder House - Extraordinary Luxury in the Woods!

4.93 out of 5 average rating, 190 reviews

A cozy living space is highlighted by a modern pink chair positioned near a wood stove, which emits a warm glow. Large glass doors offer views of the wooded surroundings, while a Moroccan rug adds texture to the concrete floor.

Chalet in Royalton

Scandinavian design Chalet w/ private hiking trail

4.91 out of 5 average rating, 533 reviews

A renovated barn with a dark exterior is set against a backdrop of mountains. The structure features wooden decks and large windows, allowing for views of the surrounding landscape filled with trees, and open fields.

Barn in Fairlee

Private Barn On a Hilltop in Fairlee, Vermont

A modern studio space is presented with wood paneling and a vaulted ceiling. Stainless steel kitchen appliances are featured alongside a dining table and a comfortable seating area. Two vintage ski boards are mounted on the wall, and a sliding glass door provides access to a private balcony.

4.78 out of 5 average rating, 310 reviews

Serene Top Floor Condo (resort style amenities)

4.92 out of 5 average rating, 509 reviews

A peaceful scene is depicted, showcasing vibrant autumn foliage reflected in the calm waters of a small pond. The rustic cabin is nestled among the trees in the background, complemented by a canoe resting at the water's edge.

Cabin in Bethel

Rustic and Cozy Vermont Getaway at Sugarwood Cabin

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 472 reviews

Yurt in Randolph

Upper Yurt Stay on VT Homestead

4.99 out of 5 average rating, 140 reviews

A small balcony features a blue bistro table with two matching chairs, accompanied by a vase of fresh flowers. Scenic views of rolling hills and lush greenery extend beyond the railing, while a wooden fence offers a sense of privacy.

Guest suite in Castleton

Vermont Hill Top Studio

4.79 out of 5 average rating, 112 reviews

An A-Frame chalet is partially covered in snow, surrounded by a winter landscape. Snowmobiles are parked in front, with a vehicle also snow-blanketed. The wooden balcony and large windows suggest a cozy interior, while the sloped roof reflects the seasonal setting.

Chalet in Stockbridge

"Swiss Charm"- A Beautiful Riverfront Chalet

4.94 out of 5 average rating, 1,302 reviews

The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.

Tiny home in Jamaica

Apple Blossom Cottage: A Tiny House

4.92 out of 5 average rating, 132 reviews

A spacious living area features a cozy arrangement of comfortable seating, an inviting coffee table, and a large bookshelf filled with books. Natural light filters through a window, highlighting the greenery outside, while a subtle area rug adds warmth to the wooden floor.

Home in Poultney

Cozy Home in Poultney, Vermont.

Guest suite in Lake Bomoseen

An aerial view showcases a large, red two-story building with a metal roof nestled among lush greenery. The property features multiple decks and a private outdoor space. The surrounding landscape provides a serene backdrop of trees and grass, enhancing the natural setting.

4.97 out of 5 average rating, 231 reviews

My house is your house!

4.94 out of 5 average rating, 312 reviews

A modern cabin is situated among trees, surrounded by greenery. Two Adirondack chairs are positioned near a fire pit, which has gentle smoke rising. A picnic table rests nearby, providing a comfortable outdoor gathering space with views of the natural landscape.

Tiny home in Hartland

Private Modern Cabin w/View of Fields, Hills

4.96 out of 5 average rating, 128 reviews

A serene view captures a green field leading to distant mountains, with a weathered barn nestled among trees. A small shrub occupies the foreground, providing a sense of depth. The landscape reflects a tranquil countryside setting.

Home in Bethel

Vermont private retreat with gorgeous views.

Family-friendly home rentals with a pool

A modern living area is presented with a cozy sofa and decorative throw pillows. A sleek wall-mounted TV rests above a rustic fireplace, with a stylish media console below. Light wood accents and a geometric patterned rug contribute to the inviting decor centered around comfort and relaxation.

4.92 out of 5 average rating, 179 reviews

Renovated unit, prime location! Shuttle on/Ski off

4.88 out of 5 average rating, 112 reviews

The exterior of the building is shown against a backdrop of a green and orange hillside. Surrounding landscaping includes neatly trimmed bushes, with a paved parking area featuring two parked cars. The structure has a mix of stone and brick accents, complemented by gray roofs.

Condo in Mendon

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

4.96 out of 5 average rating, 152 reviews

An open-concept living area showcases rustic wooden beams and large windows, allowing natural light to fill the space. A dining table with wooden chairs is positioned near the kitchen, which features modern appliances and a cozy wood stove on a stone base.

Home in Granville

Epic Views of the Green Mountains

A spacious living area features a large stone fireplace with a flat-screen television mounted above. Comfortable seating is arranged around a wooden coffee table, creating an inviting space. In the background, the kitchen and dining area are visible, offering a seamless connection to the living space.

4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

The living area features a spacious navy sofa adorned with colorful pillows and a light wooden coffee table. A round dining table with black chairs is present, alongside a large mirror and soft lighting that enhance the inviting space. Natural light filters through the sliding doors.

4.89 out of 5 average rating, 140 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

The living area features a cozy seating arrangement with a brown couch and recliners, complemented by a decorative area rug. A coffee table sits in front of the seating, and a dining table with wooden chairs is positioned nearby. Soft lighting enhances the welcoming ambiance.

4.95 out of 5 average rating, 266 reviews

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

4.78 out of 5 average rating, 112 reviews

Townhouse in Killington

SKI ON/OFF Spruce Glen B | Sauna | Fireplace | AC

A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is arranged around a coffee table, and a TV is positioned near a wood-burning fireplace. A decorative artwork of a bull's head adorns the wall.