Vacation rentals in Andover

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Top-rated vacation rentals in Andover

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

Guest favorite

Barn in Andover

4.98 out of 5 average rating, 106 reviews

Fat Cat Barn - Close Okemo & Magic, Vermont

Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

Apr 8 – 15

R5,173 ZAR per night
Guest favorite

Cabin in Londonderry

4.93 out of 5 average rating, 308 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond in S Londonderry, VT. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery and hiking right outside your front door. The Cabin has an open floor plan with a galley kitchen, dining/living area with pullout futon couch & 1 full bathroom. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

Oct 4 – 11

R1,977 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 1 – 8

R1,731 ZAR per night

Popular amenities for Andover vacation rentals

Other great vacation rentals in Andover

Guest favorite

Guesthouse in Pawlet

4.91 out of 5 average rating, 282 reviews

Picturesque Cabin on the Mettowee

Jan 17 – 24

R2,272 ZAR per night
Guest favorite

Cottage in Windsor

4.97 out of 5 average rating, 309 reviews

Ogden's Mill Farm

Dec 15 – 22

R2,659 ZAR per night
Guest favorite

Tiny home in Athens

4.95 out of 5 average rating, 144 reviews

Luxury “Tiny” House, Immersed In Nature (Timbery)

Jul 15 – 22

R4,762 ZAR per night
Guest favorite

Cottage in Reading

4.95 out of 5 average rating, 128 reviews

Shattuck Hill Cottage

May 10 – 17

R2,183 ZAR per night
Guest favorite

Home in Andover

5.0 out of 5 average rating, 25 reviews

Amazing Views and Sunsets

May 6 – 13

R6,628 ZAR per night
Guest favorite

Condo in Londonderry

4.95 out of 5 average rating, 42 reviews

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

May 8 – 15

R1,845 ZAR per night
Guest favorite

Cabin in Andover

4.94 out of 5 average rating, 52 reviews

Little Cabin on the Ridge

Mar 18 – 25

R5,013 ZAR per night
Guest favorite

Condo in Ludlow

4.88 out of 5 average rating, 26 reviews

Main St Studio - Newly Updated!

May 21 – 28

R2,015 ZAR per night
Guest favorite

Farm stay in Chester

4.97 out of 5 average rating, 37 reviews

Rivers Edge Farm’s Cozy Cabin

Jul 7 – 12

R1,639 ZAR per night
Guest favorite

Cabin in Cavendish

4.88 out of 5 average rating, 17 reviews

Caretaker’s Cottage

Apr 14 – 21

R866 ZAR per night
Guest favorite

Apartment in Weston

5.0 out of 5 average rating, 22 reviews

Peaceful Woods- Suite with Private Entrance

Apr 14 – 21

R2,575 ZAR per night
Guest favorite

Loft in Mount Holly

4.92 out of 5 average rating, 37 reviews

Mapleside Escape: Sugar/Ski house

Jun 14 – 21

R2,134 ZAR per night

Quick stats about vacation rentals in Andover

Total rentals

40 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.3K reviews

Nightly prices starting at

R1,327 ZAR before taxes and fees

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Andover?

    Four-legged friends are welcome in Andover. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Andover?

    Experience the best of Andover with our house rentals, starting at about $210 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Andover have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Andover. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Andover?

    Andover has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Andover have wifi?

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

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

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Andover have a kitchen?

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

  • Do house rentals in Andover have free parking?

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

Destinations to explore

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