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Vacation rentals in Sugarloaf Mountain

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Top-rated vacation rentals in Sugarloaf Mountain

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Apartment in Waitsfield

4.85 out of 5 average rating, 319 reviews

1830 Enchanting, Light-Filled Farmhouse Apartment

Gather around the fire pit and stargaze with toasted marshmallows, then cozy up on the cream corner sofa in front of a movie. Warm hardwood floors combine with chunky wooden furniture, historic beams, and elegant sash windows at this period retreat. This second floor apartment of a two unit 1830 farmhouse can be rented on its own or with the downstairs unit. Booked as just the second floor, it is completely secluded with its own private entrance. ALL NEW cozy, designer decorated, original VT farmhouse entire 2ND FL. apartment. King bed that can be split into twins and a queen bed. Plus small double size fold out sofa. Full kitchen, living room and bathroom. 3 acres, swimming hole, wifi, cable, TV, laundry. Very easy to get to towns and skiing. IMPORTANT NOTE: A/C window unit in kitchen living area only. MOST places in the area (except the main resort) DO NOT have A/C. It seldom gets past low 80s usually in the 70s and there is a wonderful breeze. There are free standing fans if needed as well. * LOWER APT. can be rented as well or whole house can be rented. (Title of listing: 1830 Farm House 1ST FLOOR APT.) No shared space except yard and driveway. 3 acres, swimming hole, wifi, cable, TV, fire pit, charcoal grill, laundry. Very easy to get to towns and skiing. Text or email anytime. I will contact you via airbnb messaging or texting. Let me know when you Check in and check out and if you have any questions or concerns. Otherwise enjoy! * We live in PA, but have caretakers up there for any in person issues. Always contact us asap if anything comes up! The property sits in 3 acres right off route 100. Amazing resturants in Waitsfield and Warren are within easy reach, with Blueberry Lake and Ole cross country and snow shoe trails nearby and a private swimming hole in the valley behind the house. Some cabs if needed. CAN RENT WHOLE HOUSE AS WELL.

May 2 – 9

R2,875 ZAR per night

Cottage in Waitsfield

4.93 out of 5 average rating, 130 reviews

Casa Rio Loco!

This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!

Oct 13 – 20

R2,699 ZAR per night

Home in Warren

4.98 out of 5 average rating, 171 reviews

At the original Lawson's Finest brewery!

The original site of Lawson's Finest brewery with charm & views of Lincoln Ridge. Located on a backcountry dirt road, nestled in the mountains in the quaint town of Warren, VT. Four wheel drive is recommended in winter. Close to Sugarbush skiing & golf (5 min), Mad River Glen (15 min), and Lawson's Finest brewery, taproom, & retail store (12 min) away. Peaceful & private 1800 sq ft home with outdoor deck & spacious lawn. Featuring a backup generator for 24hr/day power & WiFi fiber (50MB speed).

Nov 12 – 19

R8,171 ZAR per night

Cabin in Roxbury

4.97 out of 5 average rating, 187 reviews

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Aug 21 – 28

R2,588 ZAR per night

Cottage in Lincoln

4.87 out of 5 average rating, 857 reviews

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Feb 4 – 11

R2,421 ZAR per night

Yurt in New Haven

4.91 out of 5 average rating, 254 reviews

Song Bird Sangha Yurt

Songbird Sangha was thoughtfully created to provide a peaceful retreat from the world. It is nestled into a beautiful forest with privacy in mind. You will fall in love with the sky dome over your queen sized bed for the most comfortable star gazing ever! Your stay would not be complete without a complimentary campfire & marshmallow and if you would like more magic sign up for our Airbnb Experience The Healing Nature of Horses, a life enhancing encounter . Certified Wildlife Habitat.

Aug 29 – Sep 5

R2,472 ZAR per night

Apartment in Waitsfield

4.95 out of 5 average rating, 167 reviews

Historic District Overlooking the Mad River Studio

This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

May 13 – 20

R1,785 ZAR per night

Condo in Warren

4.93 out of 5 average rating, 133 reviews

Another Day in Paradise at Sugarbush Mountain

Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

Aug 7 – 14

R2,136 ZAR per night

Cabin in Rochester

4.95 out of 5 average rating, 392 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Nov 23 – 30

R2,710 ZAR per night

Chalet in Warren

4.92 out of 5 average rating, 212 reviews

Alpine Village Chalet

Private A-Frame in Alpine Village, Warren, Vermont. 15 min to Sugarbush Resort, 20 min to Mad River Glen. A mile from beautiful Blueberry Lake and nearby is Warren. Full bedroom & upstairs sleeping loft w/2 twin beds. Very peaceful & quiet dirt road w/partial views facing East towards Roxbury Range. 4WD/AWD required Nov-April with decent tires, low clearance cars not advised. Any questions or requests, please ask!

Jun 11 – 18

R2,642 ZAR per night

Tiny home in Warren

4.99 out of 5 average rating, 152 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet.

Oct 13 – 20

R15,380 ZAR per night

Guesthouse in Warren

4.92 out of 5 average rating, 195 reviews

Beautiful newly constructed 1 Bedroom retreat

Newly constructed 1 Bedroom apartment above our garage for rent in the heart of East Warren. Ski on/off Blueberry Lake Cross Country Center access. We are just 5 miles from Sugarbush Resort and 10 miles from Mad River Glen. Apartment has private outdoor parking and entry. This is directly adjacent our home. We are a family of 6 with 4 high school school aged children and chickens.

Jun 3 – 10

R2,847 ZAR per night

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Other great vacation rentals in Sugarloaf Mountain

Yurt in Bristol

4.93 out of 5 average rating, 236 reviews

Bristol Cozy Yurt near Hiking/Swimming|Maple Farm

Oct 22 – 29

R2,220 ZAR per night

Guest suite in Moretown

4.97 out of 5 average rating, 138 reviews

Ski, Swim, Bike, or Hike Adventure Base

Nov 30 – Dec 7

R1,999 ZAR per night

Barn in Starksboro

4.97 out of 5 average rating, 106 reviews

The Black Barn in a Mountain Hollow

Jun 16 – 23

R2,747 ZAR per night

Apartment in Waterbury

4.97 out of 5 average rating, 376 reviews

Village Oasis 2 -the crossroads of VT

Mar 20 – 27

R1,805 ZAR per night

Cabin in Bristol

4.95 out of 5 average rating, 108 reviews

Cozy Cabin on the River in Bristol

Aug 13 – 20

R3,350 ZAR per night

Yurt in Randolph

4.96 out of 5 average rating, 385 reviews

4 Season Lower Yurt Stay on VT Homestead

Mar 25 – Apr 1

R1,358 ZAR per night

Apartment in Hancock

4.95 out of 5 average rating, 146 reviews

Suite in the Green Mountains

May 24 – 31

R1,820 ZAR per night

Condo in Warren

4.87 out of 5 average rating, 120 reviews

Mountainside Lincoln Peak Sugarbush Resort

Mar 18 – 25

R2,958 ZAR per night

Destinations to explore