Andover holiday rentals

We found 950 holiday rentals — enter your dates for availability
Discover a selection of 15 homes and other holiday rentals in Andover that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as a hot tub and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Andover

Showing deals for:18 Dec - 25 Dec

Interior
Property grounds
Exterior
Living area
Exceptional
(48 reviews)

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Ludlow

8% off
AU$8,616
for 7 nights, 1 chalet
AU$1,231 per night
includes taxes & fees
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Private kitchen
Exterior
Exterior
Sports court
Exceptional
(82 reviews)

Beautiful Lakeview Log Cabin on 60-Acre Property

Peru

8% off
AU$35,172
for 7 nights, 1 home
AU$5,025 per night
includes taxes & fees
Beautiful Lakeview Log Cabin on 60-Acre Property
The first floors open plan is great for large groups.
Fully stocked kitchen with plenty of room to prepare a family dinner
Deer Room - 1st floor bedroom with a queen bed.
Welcome to the Blue Moon Bungalow!
Exceptional
(11 reviews)

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Chester

8% off
AU$4,945
for 7 nights, 1 chalet
AU$706 per night
includes taxes & fees
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Living area
Living area
Pool
Private kitchen
Exceptional
(16 reviews)

Cozy Ski-House by Okemo Hot Tub & Mountain Privacy

Cavendish

8% off
AU$16,416
for 7 nights, 1 cabin
AU$2,345 per night
includes taxes & fees
Cozy Ski-House by Okemo Hot Tub & Mountain Privacy
Exterior
Living area
Room
Interior
Exceptional
(16 reviews)

Okemo Mountain View Retreat

Cavendish

8% off
AU$10,131
for 7 nights, 1 home
AU$1,447 per night
includes taxes & fees
Okemo Mountain View Retreat
The Great Room
Front of home (late fall sunset)
Covered outdoor patio with views of the lake, connecting to king bedroom
View (summer) from the covered / screened-in outdoor patio
Exceptional
(20 reviews)

5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C

Ludlow

8% off
AU$15,398
for 7 nights, 1 home
AU$2,200 per night
includes taxes & fees
5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C
Terrace/patio
Exterior
Private kitchen
Living area
Wonderful
(5 reviews)

Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit

Ludlow

6% off
AU$12,746
for 7 nights, 1 home
AU$1,821 per night
includes taxes & fees
Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit
Antique Cabin
Porch -Summer
Antique Cabin
Exterior
Exceptional
(89 reviews)

Beautiful Lakefront Home is located in Woods on Cole Pond. Near Stratton

Jamaica

8% off
AU$5,968
for 7 nights, 1 home
AU$853 per night
includes taxes & fees
Beautiful Lakefront Home is located in Woods on Cole Pond. Near Stratton
Kitchen (main level)
Master bedroom looking Southwest (upper level
Winter looking Southeast
Den area main level (baby not included!)
Exceptional
(25 reviews)

All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!

Mount Holly

8% off
AU$5,787
for 7 nights, 1 cabin
AU$827 per night
includes taxes & fees
All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!
Coffee options galore!
IMG 1540
Main dining space with seating for 12
Outdoor dining
Exceptional
(7 reviews)

Stylish new A Frame with Lake Rescue dock access

Ludlow

8% off
AU$7,807
for 7 nights, 1 home
AU$1,115 per night
includes taxes & fees
Stylish new A Frame with Lake Rescue dock access
Living area
Pool in the nearby recreational building
Room
Living area
Exceptional
(140 reviews)

Mountain Paradise—SKI-ON/SKI-OFF Okemo Ski Getaway ⛷ hot tubs, pool, fireplace

Ludlow

8% off
AU$18,494
for 7 nights, 1 apartment
AU$2,642 per night
includes taxes & fees
Mountain Paradise—SKI-ON/SKI-OFF Okemo Ski Getaway ⛷ hot tubs, pool, fireplace
Light filled kitchen
Front of house, early spring
Private driveway with ramp to enter house. Gently babbling stream in the front
Open living room with french doors, huge windows & vaulted ceiling
Exceptional
(7 reviews)

Frank Lloyd Wright inspired Private, mountain views, wheelchairs accessible

Weston

8% off
AU$5,850
for 7 nights, 1 home
AU$836 per night
includes taxes & fees
Frank Lloyd Wright inspired Private, mountain views, wheelchairs accessible
front porch with Adirondack chairs and a snowboard bench and icicle lights
Interior
2nd floor bathroom w/washer drier, 2 showers, extra linens, shampoo and soap
Enter through mud room door from the driveway
Exceptional
(60 reviews)

Victorian Village Home in Town! with access to shuttle service to Okemo.

Ludlow

12% off
AU$9,939
for 7 nights, 1 home
AU$1,420 per night
includes taxes & fees
Victorian Village Home in Town! with access to shuttle service to Okemo.
Dinning Area
Main deck
Exterior
Entrance
Exceptional
(30 reviews)

Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.

Ludlow

8% off
AU$6,909
for 7 nights, 1 home
AU$987 per night
includes taxes & fees
Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.
Welcome to Tallwood Timber VT
Large dining area accommodates family sized gatherings
Backyard - Fire Pit area
Living Room
Exceptional
(13 reviews)

Tallwood Timber: a Family Friendly Ski House in Southern Vermont

Londonderry

8% off
AU$6,498
for 7 nights, 1 home
AU$928 per night
includes taxes & fees
Tallwood Timber: a Family Friendly Ski House in Southern Vermont
Hawk Mountain Farm
Outdoor dining
Property grounds
Room
Exceptional
(57 reviews)

Hawks Mountain Farm, full upstairs apartment on a working farm.

Chester

8% off
AU$1,343
for 7 nights, 1 apartment
AU$192 per night
includes taxes & fees
Hawks Mountain Farm, full upstairs apartment on a working farm.
Front entrance (Photo by guest)
(amazing) Photo by guest
Porch/Bar overlooking the lake
Photo by guest
Exceptional
(119 reviews)

Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8

Ludlow

8% off
AU$4,427
for 7 nights, 1 home
AU$632 per night
includes taxes & fees
Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
Interior
Exterior
Interior
Interior
Exceptional
(73 reviews)

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

Chester

8% off
AU$2,833
for 7 nights, 1 cabin
AU$405 per night
includes taxes & fees
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Outdoor dining
Available weekend, weekly or monthly spring or summer rental.
Interior
Interior
Exceptional
(32 reviews)

Ski condo a mile from Stratton Mtn, shuttle bus and wood included. No Pets.

Jamaica

8% off
AU$4,787
for 7 nights, 1 apartment
AU$684 per night
includes taxes & fees
Ski condo a mile from Stratton Mtn, shuttle bus and wood included. No Pets.
Living area
Property grounds
Dining
Interior
Exceptional
(14 reviews)

Okemo Mountain Ski-In/ski-out Condo Overlooking Kettlebrook Trail

Ludlow

8% off
AU$11,642
for 7 nights, 1 apartment
AU$1,663 per night
includes taxes & fees
Okemo Mountain Ski-In/ski-out Condo Overlooking Kettlebrook Trail
Private kitchen
Interior
Room
Dining
Exceptional
(11 reviews)

Main St Studio - Newly Updated!

Ludlow

8% off
AU$2,944
for 7 nights, 1 apartment
AU$421 per night
includes taxes & fees
Main St Studio - Newly Updated!
view of trail from the street in front of condo
Exterior
Sunrise view from our deck
Mud room with Ski Closet
Exceptional
(34 reviews)

OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8

Ludlow

8% off
AU$14,462
for 7 nights, 1 apartment
AU$2,066 per night
includes taxes & fees
OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8
Interior
Exterior
Full kitchen
Living area
Wonderful
(5 reviews)

2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area

Cavendish

16% off
AU$2,552
for 7 nights, 1 apartment
AU$365 per night
includes taxes & fees
2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area
The Shepherds' Cabin
Terrace/patio
Main room facing northwest
Private kitchen
Exceptional
(107 reviews)

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

Ludlow

12% off
AU$3,768
for 7 nights, 1 cabin
AU$538 per night
includes taxes & fees
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

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    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Andover getaway

Learn about the unique charm of Andover with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Andover

Do you want to find attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Andover a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Viking Nordic Center (5.7 mi / 9.1 km)
  • Magic Mountain Ski Resort (6.6 mi / 10.6 km)
  • Okemo Mountain Resort (8.7 mi / 13.9 km)
  • Fox Run Golf Course (9.6 mi / 15.4 km)
  • Jamaica State Park (10.7 mi / 17.2 km)
  • Vermont Country Store (11.1 mi / 17.9 km)

Exploring the natural features in Andover

Whether you're looking for adventure or just want to take in the scenery, Andover is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lowell Lake State Park (5.1 mi / 8.2 km)
  • Buttermilk Falls (11.1 mi / 17.9 km)
  • Winhall River (11.6 mi / 18.6 km)
  • Lake Rescue (12 mi / 19.4 km)
  • Echo Lake (13.6 mi / 21.9 km)
  • Connecticut River State Park (14.6 mi / 23.6 km)

How to get to and around Andover

The nearest airport is in Springfield, VT (VSF-Hartness State), located 9.8 mi (15.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 21.3 mi (34.3 km) away.

Frequently asked questions

When is the best time to visit Andover for a holiday rental?
The most popular time to visit Andover is during the summer months, particularly from July to September. This peak season draws families and outdoor enthusiasts eager to explore the stunning landscapes of Vermont. With warm temperatures typically ranging from 15 to 25 degrees Celsius, visitors can enjoy hiking, biking, and a host of other outdoor activities amidst the lush greenery and vibrant local culture.July stands out as the prime month for holiday rentals, as the area buzzes with energy and a variety of events. Visitors can engage in local festivals, take advantage of the scenic trails, and relish in the beautiful summer weather for picnics and barbecues.For those seeking a more tranquil experience, consider visiting Andover in November. While this month is outside the high season, it offers a unique charm with the onset of autumn's crispness and the opportunity to enjoy the serene beauty of the landscape as it prepares for winter. This time can also be a great opportunity for cozy indoor activities and enjoying the local cuisine.Ultimately, the choice of when to visit Andover hinges on whether you prefer the lively option of summer adventures or the peacefulness of the early winter season.
What are the top attractions in Andover?
In Andover, Vermont, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. The town is surrounded by stunning landscapes, making it ideal for hiking and exploring the great outdoors. Nearby, the Okemo Mountain Resort offers skiing and snowboarding in the winter months, along with mountain biking and golfing in the summer.For those interested in local history, the Andover Historical Society provides insights into the region's past and is a great place to learn about the area's heritage. The picturesque lakes, such as Lake Rescue and nearby Lake Pauline, offer opportunities for fishing, swimming, and picnicking during the warmer seasons.Additionally, the charming small-town atmosphere of Andover is complemented by local farms and scenic drives, allowing visitors to experience the tranquillity of rural Vermont.
Are all fees included in the Andover holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Andover holiday homes with parking?
Stayz offers a wide selection of holiday homes in Andover with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Andover holiday homes?
You can find great discounts on holiday homes in Andover on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Andover holiday home booking on Stayz?
To find Andover holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Andover?
A long-stay holiday home in Andover is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Andover holiday home?
Book your Andover holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Andover?
Prices for holiday homes in Andover vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Andover to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.