House vacation rentals in Cavendish

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Top-rated house rentals in Cavendish

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Guest favorite

Home in Mount Holly

4.9 out of 5 average rating, 116 reviews

Newly renovated. Minutes to Slopes & Trails

Healdville Hideaway has 3 acres of rural charm located on the backside of Okemo Mountain. Charm is a plenty in this 1500 SF single story, newly renovated home with views of the mountain & fields full of wildlife. This modern country decorated home provides the perfect comfortable setting for single or multi family enjoyment. The fully functional kitchen is available for making a quick snack or a full meal. The back acreage is perfect for building a snowman or doing a little cross country skiing.

Dec 1 – 8

R3,545 ZAR per night

Guest favorite

Home in Weston

4.95 out of 5 average rating, 227 reviews

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly

Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

Sep 13 – 20

R3,848 ZAR per night

Superhost

Home in Ludlow

4.84 out of 5 average rating, 221 reviews

Happy Destiny House Rambling Brook Okemo Ludlow VT

Perched overlooking the rambling Jewel Brook and only 1 mile to Ludlow village and Okemo, this is the perfect affordable Vermont vacation home for family and friends. Lovely country setting yet walking distance to town. Enjoy the beautiful brook view from the master bedroom and its soothing sounds from the kitchen deck year round. Freshly decorated in upscale style with brand new furnishings throughout. Okemo Mountain, Echo Lake/Plymouth State Park, Kayaking, Buttermilk Falls, Golf Shopping

May 9 – 16

R4,665 ZAR per night

Superhost

Home in Putney

4.84 out of 5 average rating, 121 reviews

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Feb 1 – 8

R3,238 ZAR per night

Guest favorite

Home in West Windsor

4.98 out of 5 average rating, 163 reviews

Meadow View. 35 acres outside your door!

Meadow View is your pet friendly home away from home. 35 acres at your fingertips including 2 trout ponds and 25 acres of wooded trails (perfect for cross country skiing/snow shoeing in winter!). The unit features new furniture and a full kitchen. Minutes from Mt. Ascutney (trails galore. rope tow in the winter). The unit is perfect spot for couples craving time in rural Vermont or for families/outdoor enthusiasts who want to go mountain biking, skiing, hiking. (Okemo 30 min. Killington 45).

Mar 7 – 14

R3,829 ZAR per night

Guest favorite

Home in Putney

4.94 out of 5 average rating, 338 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Dec 11 – 18

R2,107 ZAR per night

Guest favorite

Home in Ludlow

4.92 out of 5 average rating, 139 reviews

149 Upper Crossroad Unit A

Renovated in the Summer of 2018, the Townhomes at Clock Tower are a beautiful, spacious year-mountain retreat. It sleeps 8 and has been beautifully appointed, with 2 Family rooms, 3 bedrooms, 2 bathrooms, a large open concept Kitchen, and Dining room with Gas Stove. The kitchen boasts granite countertops, dishwasher, with essentials. A short 5-minute walk to the Okemo Clock Tower Base Lodge, or a weekend/holiday shuttle that stops at the home for those who prefer not to walk it.

Nov 6 – 13

R1,911 ZAR per night

Superhost

Home in Reading

4.87 out of 5 average rating, 117 reviews

Greystone 1830

"Greystone" is a charming stacked granite home built in the 1830's as a tavern and one of 4 original structures that made up Hammondsville VT. Greystone is just miles from Woodstock, and down the road from the Green Mountain Horse Association (GMHA). It's a short drive to Killington or Okemo and many other Vermont destinations. Greystone is just off VT Rt 106 on a large lot with a circular driveway and plenty of room for parking. The home is fully renovated and modernized.

Sep 26 – Oct 3

R8,319 ZAR per night

Guest favorite

Home in Bethel

4.84 out of 5 average rating, 129 reviews

Hike, run, swim or cycle in beautiful Central VT

Enjoy the summer in beautiful Vermont. The guest area is the entire main floor of a large house with my quiet second home above. Private entrance, 2 bedrooms, full bathroom with washer and dryer, speedy fiber optic internet. The open kitchen has full sized stove and fridge with good cookware and appliances, adjacent to a large open living area. On a paved scenic road. Go up to Silver Lake for a swim, head out on any of the back roads for a run or a ride.

Nov 8 – 15

R2,384 ZAR per night

Guest favorite

Home in New London

4.97 out of 5 average rating, 153 reviews

Post and Beam Guest Studio on NH scenic byway

Our guest studio is close to Lake Sunapee, Mount Sunapee, Pleasant Lake and Otter Pond. You can snow shoe from the front door and skiing, hiking, boating, shopping are minutes away from our quiet home on a New Hampshire scenic byway. Couples, solo adventurers, business travelers, and families with 1 or two small children are welcome. We have a small sofa bed and a pack and play sleeper in addition to a king bed with a luxury mattress.

Jun 24 – Jul 1

R2,046 ZAR per night

Guest favorite

Home in Cavendish

4.83 out of 5 average rating, 139 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

5 miles to Okemo Mountain, this private and spacious setting offers access to hiking, skiing, snowmobiling or cycling. After hours of fun, relax by the fireplace, soak in the hot tub, cook a well-deserved meal or plan an evening out. A perfect location for families or groups of friends. We have implemented the infection control plan recommended by the CDC. See “Other things to note” for our cleaning details.

Feb 17 – 24

R13,779 ZAR per night

Guest favorite

Home in Ludlow

4.97 out of 5 average rating, 147 reviews

Ski Chalet with Hot Tub on Okemo Mountain

Much of the house newly renovated in the Fall, 2023. Relax in this 3-level (1700+ sq. ft) ski chalet that's a 4 min drive to the Okemo Mountain Resort and the center of town, and a 6 min drive to Jackson Gore. Take in the 180-degree views of your wooded backyard with floor-to-ceiling windows and unwind in front of the fireplace or relax in the Jacuzzi hot tub in your private oasis on the mountain.

Jul 10 – 17

R6,530 ZAR per night