
Vacation rentals in Cavendish
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Top-rated vacation rentals in Cavendish
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Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Pine Ridge Log Cabin Minutes to Okemo & Killington
Get away to Pine Ridge Cabin! A secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your morning coffee on the large wrap around deck overlooking Elm Brook before your day hiking, brewery hopping, or hitting the slopes! The cabin provides open floor plans centered around the large stone face fireplace, the perfect space for gatherings of family, friends, or a couples retreat! Pine Ridge Cabin is only a few minutes to town, shopping, restaurants, bars, and spa!

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Midcentury Hillside Retreat - Summer Paradise
Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.

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.

Birdie's Nest Guesthouse
Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

Luxury Cabin#1 Hot Tub Fire Pit Kayak Paddle Board
Escape in a beautiful light-filled upscale cabin deep in the woods at Sugar Maple Mountain Retreat. Relax at the end of the day in our hot tub which is shared between our 3 cabins. Steps away from two picturesque lakes, enjoy complimentary seasonal use of our kayaks, paddle boards and snow shoes. Go fishing, biking, hike country roads or trails on the 1275 acres of surrounding preserved land. In winter hop on the VAST trail nearby. 4 WD Required Dec 1- April 15th

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

Renovated Vermont Schoolhouse – Close to Okemo
Time for recess! Our totally renovated and expanded schoolhouse is a perfect retreat with all the comforts of home. It has high ceilings, lots of natural light, and plenty of spaces to gather or have some quiet time. Fully stocked kitchen w/DW. 3 bdrms (3 beds, 2 queen/1 full), 2.5 baths. W/D. Close to Ludlow, Okemo/Jackson Gore, Stratton, Killington, Castle Hill Spa and plenty of lakes and ponds.

Charming Cavendish Guesthouse w/ Sauna!
Cavendish Cottage Guest House! Freshly renovated with designer touches, this charming guest house blends style, comfort, and Vermont charm. Enjoy free access to our traditional sauna — shared with two other units and your host. Robes robes provided so you can unwind after skiing or hiking, then cozy up by the pellet stove. 10 minutes to Okemo, 2 minutes to groceries, and super comfy vibe await!

Cute VT Bungalow With 180 Degree View of NH
Located on a quiet country dirt road you will find this cozy apartment perfect for a weekend getaway. A short walk and you will be amazed at the 360 degree views of Vermont and New Hampshire. Centrally located near Okemo, Sunapee and Killington mountains, ski all 3 mountains in a weekend. Explore covered bridges, walking trails, scenic bike rides, or tubing on the Connecticut River.
Popular amenities for Cavendish vacation rentals
Other great vacation rentals in Cavendish

Modern Cabin Near Okemo & Killington with Hot Tub

The Looking Glass, a modernistic escape

Scandinavian Serenity Close to Okemo

Charming cottage on country road

Cozy a-frame w loft, new kitchen + mins to hiking

12 Mins From Okemo. River Retreat-Private beaches.

Green Mountain Getaway

Alpine Reflection + Hot Tub
When is the best time to visit Cavendish?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$65,487 GYD | G$66,742 GYD | G$53,770 GYD | G$39,752 GYD | G$39,752 GYD | G$44,983 GYD | G$43,100 GYD | G$42,472 GYD | G$40,589 GYD | G$44,564 GYD | G$46,029 GYD | G$61,302 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Frequently Asked Questions
What are the best places to stay in Cavendish?
Stays near Cavendish Village or close to the river are often recommended for easy access to local dining, trails, and community events. Cabins, historic homes, and modern cottages provide a variety of atmospheres.
What are the best things to do in Cavendish with kids?
Families often explore nature trails, picnic by the river, or visit nearby farms to experience seasonal activities like apple picking or maple sugaring. Outdoor parks and small museums also provide hands-on activities for children.
What are some of the best things to do in Cavendish?
Hiking forested trails, experiencing local heritage sites, and attending community events are frequently suggested in Cavendish. Outdoor enthusiasts also enjoy birdwatching, fishing, and seasonal adventures along riverbanks.
How is the weather in Cavendish?
Cavendish has cold snowy winters near 13–32°F (-11–0°C), and warm summers around 57–81°F (14–27°C), with the wettest months in mid to late summer. Layered clothing and rain gear are useful throughout the year.
When is the best time to visit Cavendish?
Late spring through early autumn is often recommended for milder temperatures, blooming wildflowers, and colorful foliage. Winter is popular for snow sports, but travelers should prepare for cold and snowy conditions.
What are the best places to visit in Cavendish?
Explore the historic Cavendish Village green, pop into local farmstands, or wander the natural trails near the Black River. The Old Stone Church is often recommended for those interested in local history.
What are some hiking trails in Cavendish?
Cavendish has forested trails winding through woodlands and along the Black River, with some paths featuring gentle slopes suitable for a range of abilities. Trailheads near the village green are frequently suggested starting points.
What are some family activities we can do in Cavendish?
Families often explore nature trails, join in maple sugaring or apple picking when in season, or picnic by local rivers. Small museums and playgrounds are also available for younger children.
What are some of the best day trip ideas from Cavendish?
Explore covered bridges, visit nearby mountain resorts for seasonal recreation, or browse the shops in small local towns. Popular ideas also include touring sugarhouses or checking out art galleries in the region.
Are there any pet friendly accommodations available in Cavendish?
Many accommodations in Cavendish welcome pets, especially homes with yards or nearby access to trails. Parks and outdoor spaces make it easy to include pets in your daily routine.
What are some local tips for visiting Cavendish?
Pack for varied weather, bring reusable water bottles, and check local boards for updates on seasonal activities or road conditions. Early mornings provide quiet time for walks, and small shops frequently feature local crafts worth exploring.
What is Cavendish known for?
Cavendish is known for its scenic rural landscape, New England architecture, and connection to classic Vermont traditions like maple production. The quiet natural setting is often highlighted by visitors.
What are the best hidden gems to explore in Cavendish?
Seek out the lesser-known hiking paths along shaded brooks, or discover small community gardens maintained by locals. The Cavendish Historical Society often shares stories connecting sites to unique regional history.
What are the best foods to try in Cavendish?
Cavendish has a tradition of classic Vermont flavors—try local maple syrup, artisan cheeses, and apple cider pressed nearby. Seasonal farm-to-table menus are frequently suggested, especially in autumn when harvest produce is abundant.
What should I bring for a trip to Cavendish?
Bring layers for fluctuating temperatures, comfortable shoes for outdoor exploring, and rain gear, as weather can shift quickly. In autumn and winter, warmer clothing is important, with snow boots suggested during the coldest months.
What is the nightlife in Cavendish like?
Nightlife in Cavendish is low-key, centering around cozy taverns, local gathering spots, and live folk or acoustic music events. Visitors often enjoy evenings sampling Vermont ciders or relaxing by a fire.
What are the most popular events or festivals in Cavendish?
Cavendish has community gatherings featuring local crafts, music, and traditional Vermont foods, often around late summer and during autumn foliage. Nearby, agricultural fairs and maple festivals are frequently suggested seasonal highlights.
Are there family friendly vacation rentals in Cavendish?
Many vacation rentals in Cavendish include space for families, with options near parks, rivers, and walking trails. Look for homes with common spaces, kitchens, and outdoor areas for a relaxed family getaway.
Quick stats about vacation rentals in Cavendish

Total vacation rentals
Explore 120 vacation rentals in Cavendish

Nightly prices starting at
Cavendish vacation rentals start at G$8,369 GYD per night before taxes and fees

Verified guest reviews
Over 5,830 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Cavendish vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cavendish rentals

4.8 Average rating
Cavendish stays are highly rated by guests—averaging 4.8 out of 5!
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- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Stratton Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Killington Resort
- Dartmouth College
- Tenney Mountain Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Montshire Museum of Science
- Mount Sunapee Resort
- Emerald Lake State Park
- Mount Monadnock
- Warren Falls
- Camp Plymouth State Park
- Southern Vermont Arts Center
- Crotched Mountain Ski and Ride





