Condo holiday 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.

4.88 out of 5 average rating, 261 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.

4.94 out of 5 average rating, 125 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.

A living room with a gas fireplace built into a brick facade provides warmth. A comfortable sectional couch faces the fireplace, complemented by a small coffee table. Large sliding glass doors open to a balcony, offering views of greenery outside.

4.98 out of 5 average rating, 159 reviews

Cozy Mountain Condo

Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

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, 120 reviews

Updated large condo across from AT and skiing

Family friendly, large 3 bedroom condo across the street from hiking and skiing in Killington. WiFi, cable TV, large gathering areas, spacious bedrooms, updated kitchen, and unlimited free firewood in winter. Plenty of après-ski chic touches make this a stylish yet comfortable retreat. 2 minute drive to Pico, 2 min walk to Appalachian Trail! Whether skiing, hiking, playing tennis, swimming, or game nights and cooking at-home meals with friends, this updated condo is a perfect spot to get away.

A spacious living area features comfortable seating on a plush sofa and armchairs. A round wooden coffee table is positioned centrally, alongside a dining table with multiple wooden chairs. Natural light fills the space through large windows, enhancing the cozy atmosphere.

4.82 out of 5 average rating, 170 reviews

Free Shuttle Route-Charming 3 BR 2 BA Ski Home/Off

Looking to enjoy all that Killington has to offer in just minutes? Ski home access, a prime location on the shuttle route, and just a 2-minute drive to the slopes. Super convenient! This newly refreshed three-bedroom, two-bathroom condo offers modern comfort and a cozy vibe. After a day of outdoor fun, kick back on the plush sofa and unwind by the warmth of the gas fireplace. It's the ultimate retreat to recharge and enjoy the beauty of Vermont. SHUTTLE OPERATES FRIDAY-SUNDAY & HOLIDAY WEEKS

4.89 out of 5 average rating, 122 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.

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.

4.94 out of 5 average rating, 111 reviews

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

Ski On-Ski Off!! Beautiful remodeled condo is in the heart of Sunrise at Bear Mountain. The designer kitchen features granite counter tops and top of the line stainless steel appliances. The main focal point in the living room is a massive stacked stone fireplace with a flat screen on the mantel. Recent upgrades include new living room furniture, master bed room furniture & updated tile in both showers. Additionally I own the adjoining unit & if you want more info see below

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, 117 reviews

Ski-on/ski-off 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! 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!

4.94 out of 5 average rating, 126 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 ❄️OUR ULTRA COZY RETREAT ❄️WAITS JUST FOR YOU ❄️PERFECT WINTER RETREAT 🏂⛷️❄️❄️❄️❄️⛷️🏂 ⛷️ 🏂Pico-5 minutes ⛷️ 🏂Killington-15 minutes ❄️❄️SUPERHOST RATED❄️❄️ ❄️Squeaky Clean ❄️Fireplace, WIFI ❄️TV in living room & bedroom ❄️Adjustable queen bed ❄️Private covered porch ❄️Keypad check in ❄️Smoke free/Pet free NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

A cozy living room features warm wooden paneling and a plush sofa facing a mounted flat-screen television. A circular coffee table sits in the center, complemented by a floor lamp and a side chair. A fireplace adds a comforting touch, creating a welcoming space.

4.95 out of 5 average rating, 184 reviews

Lovely 1-Bedroom condo with indoor fireplace!

This cozy condo is exactly what a close group of 4-5 people need for a wonderful ski experience. Located centrally in the beautiful town of Ludlow this location is close to everything you could want. It sits on the bus route for Okemo Mountain, and is walkable to groceries, restaurants and bars. "Eight Oh Brew" tap house is located on the base floor of the building. This location has free onsite parking, free firewood and coin laundry machines.

A cozy living area is furnished with a grey sofa and two patterned chairs. A wooden coffee table sits center stage, complemented by a stone fireplace. A large television is positioned on a wooden media console, while sliding glass doors offer access to an outdoor balcony, revealing greenery.

4.93 out of 5 average rating, 226 reviews

Newly renovated ski retreat at Killington

Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain.

A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.

4.95 out of 5 average rating, 165 reviews

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

Popular amenities for Mendon condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A functional kitchen features wooden countertops and stainless steel appliances, including a refrigerator and stove. Soft lighting enhances the minimalist design. A dish rack is placed next to the sink, creating an organized space for food preparation.

4.85 out of 5 average rating, 47 reviews

Moonridge condo

4.78 out of 5 average rating, 18 reviews

Serene 1-BR Ski-In/Ski-Out Retreat on Okemo Mtn.

A welcoming living area features a cozy sofa and two armchairs arranged around a coffee table. A mounted TV is positioned above a wood-burning fireplace. Natural light filters through large windows with sheer curtains, highlighting the warm tones of the wood ceiling.

4.96 out of 5 average rating, 28 reviews

Northlands at Trail Creek

A modern living room features a cozy fireplace, with decorative skis mounted above it. A large TV is positioned on a stylish media console, while a comfortable sofa and ottoman provide ample seating. Large windows allow natural light to brighten the space.

4.98 out of 5 average rating, 51 reviews

Killington Condo-Indoor Pool/HotTub/FitnessCenter

The newly remodeled condo is situated in a historic Wool Mill building, characterized by a red brick facade. The building features a distinctive clock tower and multiple levels, with balconies visible on the second floor. Snow-covered ground enhances the winter scene.

4.98 out of 5 average rating, 47 reviews

Cozy at the Mill

A spacious living area features a large sectional sofa and cozy bean bags, complemented by a wood-burning fireplace. Natural light enters through sliding glass doors that open to a view of the outdoors. A dining table is positioned nearby, enhancing the inviting communal space.

4.9 out of 5 average rating, 60 reviews

Cozy 1BR/1BA Condo

A spacious living area features a cozy sectional sofa, positioned around a fireplace. Large windows provide ample natural light and views of the surroundings. A floor lamp stands beside the sofa, and a dining area is visible in the background.

4.97 out of 5 average rating, 30 reviews

Prime Ski-in/Ski-out @ PICO Mtn

5 out of 5 average rating, 4 reviews

Condo in Mendon

Pico E106 Ski In/Ski Out Newly Renovated 3BR condo

Pet-friendly condo rentals

The living area features high wooden beam ceilings and exposed brick walls, creating a rustic ambiance. A cozy wood burning fireplace is situated beneath the wall-mounted television. Comfortable seating includes a checkered sofa and a leather chair, all complemented by a central area rug.

4.96 out of 5 average rating, 148 reviews

Cozy Ski Condo In Historic Mill - on shuttle route

An open living area is showcased, featuring a leather sofa in a neutral tone and a rustic wooden coffee table. A mounted television is positioned above a cozy stone fireplace. The adjoining kitchen area is visible, along with a wooden dining table that seats four.

4.72 out of 5 average rating, 127 reviews

Killington Tree House: 2 Room Modern Condo 432

A cast iron gas fireplace is centered on a stone hearth, providing warmth. A wooden ladder holds colorful blankets, while a woven basket filled with magazines is placed nearby. Light filters in through a window with horizontal blinds, enhancing the cozy ambiance.

4.9 out of 5 average rating, 39 reviews

Fully walkable 2BR condo in Ludlow’s village!

An open living space features a bright red sofa with decorative pillows, complemented by a warm wood dining area with stools. The kitchen, equipped with stainless steel appliances, is visible in the background. Soft lighting creates a welcoming ambiance throughout the suite.

4.89 out of 5 average rating, 253 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

A cozy living room features a large sectional sofa and a coffee table. Above a stone fireplace, a flat-screen TV is mounted on the wall. Natural light filters through a window adorned with simple curtains, while decorative elements add a touch of warmth to the space.

4.93 out of 5 average rating, 45 reviews

Cascade - 2nd Floor at the Powder Day Chalet*

A spacious living area is highlighted by a stone-clad fireplace, surrounded by a large sectional sofa. Natural light filters through the draped windows, revealing a serene outdoor view. A rustic wooden shelf holds decorative items, and a stack of firewood is neatly arranged beside the fireplace.

4.97 out of 5 average rating, 158 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

4.96 out of 5 average rating, 79 reviews

The exterior of a multi-story grey building is shown, featuring a sloped roof and several square windows. A ramp leads to the main entrance, which is adorned with light fixtures and framed by greenery, including bushes and grass.

Condo in Londonderry

Magical Ski-In/Ski-Out Condo at Magic w/ game room

A serene sleeping area features a spacious bed with plush bedding, complemented by side tables on either side. A warm lamp casts a gentle glow, illuminating an artistic wall hanging that adds character to the room. Soft textures enhance the inviting ambiance.

4.98 out of 5 average rating, 47 reviews

The Otto: A Warm and Cozy Ski In + Ski Out Lodge

Condo rentals with a pool

The exterior of a multi-story building is shown, featuring a clock mounted on the facade. Snow covers the ground, and the roof is outlined with snowdrifts. Clear skies are above, contributing to a serene winter atmosphere.

4.76 out of 5 average rating, 102 reviews

Best skiing in yrs; reduced rates

4.95 out of 5 average rating, 86 reviews

FUN 2BR/2BA Condo – Pool, Spa & Walk to Lift!

A view of an open-concept suite showcases a kitchen countertop with a sink and decorative flowers. A cozy living area is visible, featuring a red sofa and a dining table. The master bedroom is visible in the background, fitted with a king bed and soft lighting.

4.93 out of 5 average rating, 121 reviews

One Bedroom Suite Near Okemo

The living area features warm wooden accents with a large dining table made of natural wood at its center. A cozy seating arrangement includes a sofa and an armchair. Large sliding doors open to a balcony, offering views of the surrounding forest. Unique pendant lights hang overhead.

4.96 out of 5 average rating, 176 reviews

Ski In Cozy 3 Bed/2 Bath on Killington

An aerial view of the Trail Creek development, showcasing a cluster of buildings surrounded by vibrant autumn foliage. Key landmarks, including the Ski Home Trail and Sports Center, are highlighted. The distance to the hotel and lifts is emphasized for easy navigation.

4.9 out of 5 average rating, 97 reviews

Luxe Trailside Ski On/Off. Next to hot tub

4.83 out of 5 average rating, 12 reviews

Condo in Rutland

Killington Vermont Ski Condo At Pico Resort

A living area features wooden walls and a stone fireplace, creating a cozy atmosphere. A dining table with four chairs is positioned adjacent to a comfortable seating arrangement. Natural light floods in through sliding glass doors that lead to a balcony.

4.84 out of 5 average rating, 81 reviews

Snowshed, Ramshead Ski Lodges in walking distance!

A green directional sign indicates the Trail Creek Ski Home Trail. The sign is mounted on a tree, surrounded by bare branches that indicate a winter setting, with light snow on the ground.