Family-friendly vacation rentals in Mendon

4.99 out of 5 average rating, 170 reviews

Home in Woodstock

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

FamilyIndoor spacesWalkability

4.99 out of 5 average rating, 112 reviews

An aerial view captures the chalet nestled among lush greenery, with mountains rising gently in the background. The warm hues of sunset fill the sky, while string lights illuminate the exterior, creating an inviting atmosphere amidst the natural landscape.

Chalet in Mendon

Close to Killington-Loaded with Amenities-Hot Tub

🚲 15 MINUTES to KILLINGTON 🛀🏼 PRIVATE HOT TUB 🔥 OUTDOOR SAUNA 🎥 Outdoor MOVIE PROJECTOR 🥃 SECRET BOOKCASE DOOR Hiding a large, well-equipped SPEAKEASY 🐕 PET FRIENDLY 🏌️‍♂️15 MINUTES to GOLF 🥾 Close to HIKING 🌲 Massive themed KIDS ROOM 🌱 2 MASTER BEDROOMS 🎱 THOUGHTFUL AMENITIES for large families seeking luxury and fun 💰 Cleaning Fee Reimbursement for stays >6 nights. See below! 👰🏻 < 20 minutes to MOUNTAINTOP 🔋EV CHARGER 🛌 INCREDIBLY COMFORTABLE beds and linens

KitchenFamilyCheck-in

4.98 out of 5 average rating, 184 reviews

A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.

Treehouse in Hancock

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

KitchenFamilyCheck-in

4.94 out of 5 average rating, 107 reviews

A cozy living area features a spacious sectional sofa and a wooden coffee table, with candles placed on top. Artwork depicting mountain scenes decorates the wall, while a glass door leads to the private balcony, allowing natural light to brighten the space.

Condo in Mendon

¤5-15 Mins to Mountains & Trails | Fast WiFi¤

• Private Balcony • Gas Fireplace • Ski Storage Locker • 15 Mins to downtown Rutland, 15 Mins to Killington Ski Area, 5 Mins to Pico, 33 Mins to Okemo • Directly on free bus route to Killington, Pico, and Rutland (bus stop across the street) • 950 sq. ft • Well-Stocked Kitchen • Laundry in Building • Free Parking • Fast Wifi • Shampoo / Body Wash / Conditioner provided • Boot & Glove Dryer • Easy Access to Hiking Trails & Nature Summer: • Pool • AC - window unit in primary bedroom

Indoor spacesFamilyAmenities

4.93 out of 5 average rating, 408 reviews

Cabin in Poultney

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

KitchenFamilyAir conditioning

4.97 out of 5 average rating, 112 reviews

Chalet in Killington

The Overlook - Views | Hot Tub | Fire Pits | Games

Escape to stunning mountain views at The Overlook. Just 5 min from Killington Resort, restaurants, and shops. Enjoy the peacefulness of this private cozy mountain chalet after a long day of adventure and unwind in the hot tub, game room, or by the fireplace. Convenient Level 2 EV charger compatible with all EVs at the chalet. 🏔️ Mountain View 🌄 Large decks and balcony 🏖️ Hot tub ⚽️ Game room 🍗 Propane grill 🍳 Fully stocked kitchen 🪵 Fire pit 🔥 Fire table ⚡️Level 2 EV Charger

Indoor spacesFamilyOutdoor spaces

4.98 out of 5 average rating, 175 reviews

Home in Mendon

New Firepit, Great Location, Dog Friendly, Kitchen

Welcome to @MendonMtGetaway - my warm & cozy VT retreat! With 3 bedrooms, comfy living room, full kitchen, washer/dryer, AND office space - I hope you'll feel at home right away. You are in a wonderful location here. Turn left & you are just minutes down the road from ski heaven - Killington and Pico Mountains! Turn right, and you're just minutes from cute & historic Rutland. Either way you’ll find tons of great outdoor activities & hiking, and lots of local shops and restaurants.

FamilyKitchenWifi

A cozy living area features a deep leather sofa positioned near a stone fireplace. A large window opens to the balcony, inviting natural light. A TV is mounted above a wooden mantle, and a small table and chair provide a space for work or dining.

4.99 out of 5 average rating, 186 reviews

Alpine Condo - Close to Ski, Golf & Bike

Updated 1-bedroom condo with stylish alpine feel in the heart of Killington! Just minutes from the ski slopes, Bike Park, Adventure Center, golf, hiking, and scenic drives. ⛷️🚴🏻‍♂️🍂 Enjoy Vermont’s spectacular fall foliage, winter adventures, or a relaxing mountain getaway. After a day outdoors, cozy up by the gas fireplace. Sleeps 4 with king bed + queen pullout. Ski Shuttle available weekends (Dec–April) & ski home trail. Pack & Play available upon request. Reg #007718

Indoor spacesFamilyWalkability

4.97 out of 5 average rating, 471 reviews

The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.

Cottage in Windsor

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Indoor spacesFamilyLayout

4.97 out of 5 average rating, 155 reviews

A bright living area features large windows that frame views of the surrounding forest. Natural light enhances the wood-paneled walls. A comfortable sofa and chair are positioned around a central coffee table. A small, modern wood stove provides warmth, creating a cozy atmosphere.

Cabin in Goshen

The Berghüttli: Glowing Swiss Hut in the Forest

The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

Indoor spacesKitchenParking

4.89 out of 5 average rating, 124 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

105 Fox Hollow Village is located near Pico and Killington ski areas. There are year round outdoor activities including access to trails for skiing/snowboarding, mountain biking, golfing, and hiking. Accommodations include 2 bedrooms, 2 full bathrooms (newly renovated), fully updated kitchen, living room, separate dining area, a mudroom at entrance, backyard access with sliding door, and a common pool area. No smoking/vaping, and no pets are allowed in or around the condo.

Indoor spacesFamilyHospitality

4.93 out of 5 average rating, 124 reviews

3BR at base of Pico Mountain! Book your Fall Stay!

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! Pico Mountain offers 57 trails with 6 lifts and is a family-favorite to avoid some of the weekend crowds at Killington. Less then 1 mile from the Long Trail and Deer Leap overlook hiking trail. Both fantastic must-do hikes when in the area!

KitchenFamilySkiing

Popular amenities for Mendon family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.9 out of 5 average rating, 127 reviews

Across from Killington | Mtn Views + Arcade

Indoor spacesKitchenPool

4.88 out of 5 average rating, 177 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

KitchenFamilyWifi

4.86 out of 5 average rating, 271 reviews

A serene view of a lake is framed by lush green trees and grass. The still water reflects the surrounding nature, while a patio area with seating is visible near the water's edge, inviting relaxation in a peaceful outdoor setting.

Home in Whitehall

Well appointed lakehouse. Peaceful family fun.

FamilyKitchenCleanliness

4.95 out of 5 average rating, 270 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

FamilyIndoor spacesBackyard

A modern kitchen with a circular dining table surrounded by four wooden chairs is featured. Stainless steel appliances, including a microwave and oven, are present. A stylish light fixture hangs above the table, while the fireplace and sports equipment are visible in the background.

4.91 out of 5 average rating, 227 reviews

Mtn Green Condo-Ski/Bike Lifts, Covered Parking

KitchenIndoor spacesParking

4.98 out of 5 average rating, 123 reviews

An exterior view of the home showcases a patio adorned with string lights, providing a warm glow against the backdrop of rolling green hills. The hot tub is visible nearby, adding to the inviting outdoor space perfect for gatherings.

Cabin in Killington

Camp Poe: HotTub/AC/Game Room/6acres/Patio/EVchrgr

Indoor spacesFamilyDecor

4.96 out of 5 average rating, 119 reviews

Tiny home in Ludlow

Alpine Reflection + Hot Tub

KitchenFamilyNearby

4.94 out of 5 average rating, 228 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 hiking trail + hot tub

KitchenIndoor spacesLaundry

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 224 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

FamilyKitchenOutdoor spaces

4.94 out of 5 average rating, 476 reviews

The cozy cottage is softly illuminated at night, with warm light emanating from the windows. A sliding door is positioned at the entrance, complemented by two outdoor chairs on the lush lawn. The moonlight adds a serene ambiance to the rural scene.

Farm stay in Salisbury

Quaint 1-bedroom cottage on Blue Ledge Farm

Indoor spacesFamilyHiking

4.91 out of 5 average rating, 1028 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

FamilyKitchenView

4.98 out of 5 average rating, 180 reviews

The cabin exterior features a two-story wooden structure surrounded by lush greenery. A stone patio with multiple seating options provides access to the lawn. Large windows enhance the views, while a balcony adds dimension to the facade.

Cabin in Comstock

East Cabin

Indoor spacesFamilyCheck-in

4.93 out of 5 average rating, 130 reviews

A red cabin with a metal roof is framed by tall yellow wildflowers and lush greenery. The spacious porch features white railing and is decorated with several seating areas, offering a serene view of the surrounding landscape.

Cabin in Bridgewater

100 Acres Views & Creek near Woodstock/Killington

FamilyKitchenSleep quality

4.86 out of 5 average rating, 294 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)

FamilyKitchenSleep quality

4.97 out of 5 average rating, 114 reviews

A cozy room features a spacious bed with a plaid blanket, a woodstove positioned against a natural wood accent wall, and a rocking chair. Multiple windows allow natural light, highlighting the wooden ceiling and fir floor. A small dresser complements the room's rustic charm.

Cabin in Bethel

Firefly Cottage

KitchenIndoor spacesWifi

4.93 out of 5 average rating, 103 reviews

Home in Reading

Private, Large 4BR home | Pet friendly | 10 Acres

Indoor spacesFamilyWalkability

Family-friendly home rentals with a pool

A view from the balcony showcases the surrounding landscape, highlighting green hills and clear blue skies. Two adjoining buildings are visible, featuring sloped roofs and a variety of architectural styles. The area appears tranquil, with open spaces and scattered trees enhancing the natural scenery.

4.95 out of 5 average rating, 216 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

FamilyIndoor spacesAir conditioning

Aerial view captures a large cluster of buildings nestled among vibrant autumn foliage, showcasing shades of orange, yellow, and green. Majestic mountains rise in the background, while a spacious parking area is visible, surrounded by trees.

4.87 out of 5 average rating, 127 reviews

Updated large condo across from AT and skiing

Indoor spacesKitchenSleep quality

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.

4.79 out of 5 average rating, 337 reviews

Serene Top Floor Condo (resort style amenities)

KitchenIndoor spacesCheckout

Superhost

A cozy living area features a brick fireplace at its center, surrounded by two comfortable armchairs and a wooden coffee table. A Roku Smart TV is positioned next to large glass doors leading to the balcony, while a mirror reflects the warm ambiance. Natural light enhances the wooden accents on the walls.

4.84 out of 5 average rating, 188 reviews

Cozy Condo- Close to Mountain, Ski home trail

KitchenFamilyValue

A tranquil sleeping area features a cozy bed with soft bedding and accent pillows. Nightstands with lamps are placed on either side, providing gentle light. A large horse portrait adorns the wall above the bed, contributing to the serene ambiance.

4.91 out of 5 average rating, 110 reviews

Great PeeP rates Hike Golf Tennis 2 Bed on Mtn

KitchenIndoor spacesLocation

5.0 out of 5 average rating, 115 reviews

A gravel road leads through open fields bordered by manicured greenery. In the distance, rustic buildings and trees with autumn foliage are visible against a clear blue sky, creating a serene rural landscape.

Farm stay in Clarendon

Dream Catcher Farm

Indoor spacesKitchenComfort

4.94 out of 5 average rating, 101 reviews

Bright & Cozy Ski-in Condo with Mountain View

FamilyIndoor spacesComfort