Vacation rentals in Cavendish

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cavendish

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Springfield

4.9 out of 5 average rating, 221 reviews

Farm Barn apt. 3 bedr, 2 bath, fiberoptic internet

Getaway for families, couples or groups. Apt. in our Barn. High speed internet, so ideal for "work from home". Full kitchen with oven, microwave, dishwasher, big fridge , 3 bedrooms, 2 baths, Dining/Living room with TV ( Antenna, no cable, Roku: bring your passwords for Netflix..) Fields, forest, hill and river on our property. We allow one friendly dog at a time but it is not allowed to stay in the apt. by itself (daycare in Spgf avbl). Please add the dog to your booking for the one time 35 $.

Apr 16 – 23

R1,901 ZAR per night
Guest favorite

Guesthouse in Springfield

4.86 out of 5 average rating, 321 reviews

Connecticut River-Cozy Cottage

This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

Dec 31 – Jan 7

R1,729 ZAR per night
Superhost

Condo in Ludlow

4.92 out of 5 average rating, 117 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

May 22 – 29

R1,902 ZAR per night

Popular amenities for Cavendish vacation rentals

Stay near Cavendish's top sights

The Pointe at Castle Hill3 locals recommend
Castle Hill Resort and Spa17 locals recommend
Singleton's General Store81 locals recommend
Neal's Restaurant20 locals recommend
Vermont Apple Pies Breakfast Bakery Restaurant10 locals recommend
Crows Bakery & Opera House Cafe24 locals recommend

Other great vacation rentals in Cavendish

Guest favorite

Cottage in Hartland

4.97 out of 5 average rating, 417 reviews

Breeze Hill Cottage

Mar 17 – 24

R2,325 ZAR per night
Guest favorite

Condo in Cavendish

5.0 out of 5 average rating, 20 reviews

One Bedroom Suite Near Okemo

Apr 20 – 27

R2,139 ZAR per night
Guest favorite

Farm stay in Baltimore

4.93 out of 5 average rating, 94 reviews

Hawk Mtn Farm's lovely one bedroom apartment!

Apr 10 – 17

R2,061 ZAR per night
Guest favorite

Home in Cavendish

5.0 out of 5 average rating, 99 reviews

Midcentury Hillside Retreat - Summer Paradise

Jun 7 – 14

R6,864 ZAR per night
Guest favorite

Cabin in Cavendish

4.88 out of 5 average rating, 17 reviews

Caretaker’s Cottage

Jun 13 – 20

R864 ZAR per night
Guest favorite

Home in Cavendish

5.0 out of 5 average rating, 6 reviews

VT Cabin close to Okemo and Killington

Sep 23 – 30

R9,152 ZAR per night
Guest favorite

Cabin in Cavendish

5.0 out of 5 average rating, 35 reviews

Pine Ridge ~Cozy Log Cabin Near Okemo & Killington

Aug 20 – 27

R7,121 ZAR per night
Guest favorite

Cabin in Cavendish

5.0 out of 5 average rating, 5 reviews

OkemoOasis: Hot Tub, Fire Pit, Pool Table, Shuffle

Dec 8 – 15

R16,243 ZAR per night
Guest favorite

Home in Cavendish

5.0 out of 5 average rating, 31 reviews

Cozy 1BR Hilltop Getaway minutes from Okemo

Jun 2 – 9

R2,639 ZAR per night
Guest favorite

Condo in Ludlow

4.88 out of 5 average rating, 26 reviews

Main St Studio - Newly Updated!

Aug 2 – 9

R2,281 ZAR per night
Guest favorite

Cabin in Cavendish

4.96 out of 5 average rating, 81 reviews

Copper Hill House - VT getaway near Ludlow & Okemo

Dec 6 – 13

R4,470 ZAR per night
Guest favorite

Home in Cavendish

5.0 out of 5 average rating, 33 reviews

The Gathering Place near Okemo Mountain

May 22 – 29

R5,776 ZAR per night

Quick stats about vacation rentals in Cavendish

Total rentals

120 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

80 properties are a good fit for families

Total number of reviews

3.6K reviews

Nightly prices starting at

R568 ZAR before taxes and fees

Frequently Asked Questions

  • Do condo rentals in Cavendish have a kitchen?

    Absolutely! We offer over 20 condo rentals with a kitchen in Cavendish. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Cavendish have free parking?

    Absolutely! We offer over 20 condo rentals with free parking in Cavendish. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cavendish have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Cavendish. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Cavendish?

    Cavendish has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Cavendish?

    Four-legged friends are welcome in Cavendish. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Cavendish have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Cavendish. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Cavendish?

    Experience the best of Cavendish with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Cavendish?

    Yes! Work meets play with ease at over 60 vacation rentals in Cavendish featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Cavendish?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with free parking, over 20 homes with air conditioning, over 50 homes with a kitchen, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there Cavendish vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Cavendish, available on Airbnb. Make a splash and soak up the sun in style!

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Cavendish