Photo by Hannie

Shaftsbury holiday homes

We found 315 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Shaftsbury to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Shaftsbury

Showing deals for:13 Nov - 20 Nov

Private kitchen
Property grounds
Room
Exterior
Exceptional
(23 reviews)

Bear Pass Bunkhouse

Manchester

8% off
NZ$3,731
for 7 nights, 1 home
NZ$533 per night
includes taxes & fees
Bear Pass Bunkhouse
A covered carport is available.
Newly renovated kitchen with all major appliance, utensils, pots and pans.
Another view of our dining room and newly renovated kitchen.
Interior
Exceptional
(9 reviews)

Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!

Manchester Center

11% off
NZ$4,821
for 7 nights, 1 cabin
NZ$689 per night
includes taxes & fees
Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!
Interior
Dining
Exterior
Private kitchen
Exceptional
(45 reviews)

Bennington Guest Farmhouse

Bennington

8% off
NZ$3,147
for 7 nights, 1 home
NZ$450 per night
includes taxes & fees
Bennington Guest Farmhouse
Dining
Property grounds
Dining
Living area
Exceptional
(24 reviews)

Gorgeous Mountain View in Manchester, Shopping, Dining, Spa. 5 min walk to town.

Manchester

7% off
NZ$8,262
for 7 nights, 1 home
NZ$1,180 per night
includes taxes & fees
Gorgeous Mountain View in Manchester, Shopping, Dining, Spa. 5 min walk to town.
Interior
Exterior
Property grounds
Interior
Exceptional
(9 reviews)

Charming Vermont Retreat with Mountain Views and Ski Proximity. Pet-Friendly!

Arlington

8% off
NZ$4,267
for 7 nights, 1 home
NZ$610 per night
includes taxes & fees
Charming Vermont Retreat with Mountain Views and Ski Proximity. Pet-Friendly!
- Functional mudroom with wood bench and black modern accents   - Hooks for coats and gear after outdoor adventures   - Perfect transition space for guests exploring the outdoors
- Spacious open floor plan with bright natural lighting   - Modern kitchen flows seamlessly into dining and living space   - Ideal for entertaining with mountain views through large windows
- Open dining area with rustic wooden table and modern chairs   - Seamless access to patio and backyard through sliding doors   - Ideal for group meals with mountain view ambiance
- Sleek kitchen with black granite countertops and island seating   - Fully equipped for cooking with stainless steel appliances   - Open layout connects easily with living and dining area
Exceptional
(6 reviews)

Escape to The Clyde’s View Hideaway in Manchester, Vt. New Home 3 Bed 2 Bath

Manchester Center

10% off
NZ$5,738
for 7 nights, 1 home
NZ$820 per night
includes taxes & fees
Escape to The Clyde’s View Hideaway in Manchester, Vt. New Home 3 Bed 2 Bath
Property grounds
Interior
Living room as part of an open flow design.  French door to deck and hot tub
Living area
Exceptional
(28 reviews)

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Arlington

16% off
NZ$10,768
for 7 nights, 1 home
NZ$1,538 per night
includes taxes & fees
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets
Dining
Exterior
Full Gourmet KItchen
Enjoy a book, board game or foosball in cozy sunroom with large sleeper sofa
Exceptional
(78 reviews)

Minutes from Manchester Village/Center; near Stratton and Bromley Mtns

Manchester Center

5% off
NZ$7,963
for 7 nights, 1 home
NZ$1,138 per night
includes taxes & fees
Minutes from Manchester Village/Center; near Stratton and Bromley Mtns
Living area
Rear Entry Staircase & Sun Room
Bow Window in Master Bedroom Overlooking Main Street
Interior
Exceptional
(11 reviews)

Luxury Living High Above the Center of Town.

Bennington

8% off
NZ$3,685
for 7 nights, 1 apartment
NZ$526 per night
includes taxes & fees
Luxury Living High Above the Center of Town.
Family Room
Bonnet House.  A luxury home, steps from Main Street.
Terrace/patio
Family Room
Exceptional
(62 reviews)

BONNET HOUSE IS WHERE TIMELESS VERMONT CHARM MEETS MODERN LUXURY.

Manchester Center

8% off
NZ$11,348
for 7 nights, 1 home
NZ$1,621 per night
includes taxes & fees
BONNET HOUSE IS WHERE TIMELESS VERMONT CHARM MEETS MODERN LUXURY.
Interior
Dining
Property grounds
Exterior detail
Exceptional
(30 reviews)

A country getaway in upstate NY, surrounded by art and nature.

Salem

8% off
NZ$1,945
for 7 nights, 1 apartment
NZ$278 per night
includes taxes & fees
A country getaway in upstate NY, surrounded by art and nature.
Front covered porch for people watching and catching summer breezes.
Exterior
Room
Interior
Exceptional
(7 reviews)

Downtown Victorian House

Bennington

12% off
NZ$2,879
for 7 nights, 1 apartment
NZ$411 per night
includes taxes & fees
Downtown Victorian House
Room
Interior
Private kitchen
Dining
Exceptional
(14 reviews)

TUCKED ABOVE: IN TOWN 3 BDR/2 BATH

Manchester Center

8% off
NZ$10,369
for 7 nights, 1 home
NZ$1,481 per night
includes taxes & fees
TUCKED ABOVE: IN TOWN 3 BDR/2 BATH
Exterior
Dining
Property grounds
Terrace/patio
Exceptional
(91 reviews)

Log Cabin In The Woods

Arlington

7% off
NZ$3,270
for 7 nights, 1 cabin
NZ$467 per night
includes taxes & fees
Log Cabin In The Woods
Dining Room
View of the Green Mountains
Kitchen
Exterior detail
Exceptional
(20 reviews)

The Manchester Center of it all!

Manchester Center

8% off
NZ$4,619
for 7 nights, 1 home
NZ$660 per night
includes taxes & fees
The Manchester Center of it all!
Master bedroom opening onto the River
View of the house from the Battenkill
View from Master Bedroom Deck
Dining room opening into living-room
Exceptional
(94 reviews)

Foliage, fishing, kayak on Romantic, private River Waterfront BattenKill

Arlington

8% off
NZ$3,843
for 7 nights, 1 home
NZ$549 per night
includes taxes & fees
Foliage, fishing, kayak on Romantic, private River Waterfront BattenKill
Private kitchen
Shushan cabin overlooking a nature preserve
warm and cozy family room
Dining
Exceptional
(23 reviews)

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Cambridge

8% off
NZ$2,787
for 7 nights, 1 home
NZ$398 per night
includes taxes & fees
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    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

Delight in the majestic landscape of Shaftsbury

Enjoy the history and other features of Shaftsbury. Revered for its coffee shops, mountain views and sporting events, this city is both relaxing and welcoming. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Shaftsbury

Are you hoping to find things to do during your stay? Venture out of your cosy holiday rental and check out everything that makes Shaftsbury a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sugar Shack (6.2 mi / 9.9 km)
  • Prospect Mountain Cross-Country Ski Center (10.9 mi / 17.5 km)
  • Golf Club at Equinox (12.6 mi / 20.3 km)
  • Mount Snow (14.2 mi / 22.9 km)
  • The Hermitage Club (15.7 mi / 25.3 km)
  • Stratton Mountain Resort (16 mi / 25.7 km)

Exploring the natural landscape of Shaftsbury

Whether you're an adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Shaftsbury. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Shaftsbury State Park (1.3 mi / 2.1 km)
  • Mount Equinox (8.8 mi / 14.2 km)
  • Hedges Lake (11.9 mi / 19.1 km)
  • Equinox Preservation Trust (12.3 mi / 19.8 km)
  • Battenkill River (13.8 mi / 22.2 km)
  • Harriman Reservoir (19.3 mi / 31.1 km)

How to get to and around Shaftsbury

The nearest airport is in Glens Falls, NY (GFL-Floyd Bennett Memorial), located 31.2 mi (50.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Albany, NY (ALB-Albany Intl.), which is 35.9 mi (57.7 km) away.

Frequently asked questions

What is the best area to stay in Shaftsbury when booking a holiday home?
Among the most sought-after neighbourhoods to get a holiday home in Shaftsbury is South Shaftsbury. Find your dream stay with Bookabach and explore this area like a local.
What is the most popular type of holiday home accommodation in Shaftsbury?
Houses are the most popular style of holiday home in Shaftsbury, according to our data. Even if you've got something a little different in mind, Bookabach has properties in loads of shapes and sizes. Browse our many options to find your ideal fit.
How much does it cost to rent a holiday home in Shaftsbury?
A number of factors affect how much you pay for a holiday home in Shaftsbury, including the type of property, length of stay and season. However, all our holiday homes have one thing in common — unbeatable value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Shaftsbury?
When you travel and the size and style of the property will help determine the cost of your beachside escape. Click on your Shaftsbury travel dates to view your options on Bookabach. Can't live without a private pool? Use our filters to pick the features and amenities you need.
Are there pet-friendly holiday homes in Shaftsbury?
Happily, yes. Pick from 10 stays that allow pets in Shaftsbury on Bookabach. Our furry kids also deserve a getaway, so simply use our search function for pet-friendly holiday homes to find a perfect pad where your pup can lap up the good times.
Can I rent a house with a pool in Shaftsbury?
Pack your swimwear and pool noodle, because there are four houses with a private pool in Shaftsbury. Book one of these terrific holiday homes and every day will be a pool day. Simply enter your dates into Bookabach, then use the "pool" filter to find a place to make a splash!
What are popular home amenities in Shaftsbury?
When it comes to home amenities that guests are searching for in Shaftsbury, mountain views, a nearby river and a firepit rank the highest. With Bookabach holiday homes, you'll find options to suit your style and taste, whether you're going on a holiday with relatives, friends or even pets.
Are there large group holiday homes in Shaftsbury?
Shaftsbury has two holiday homes that can accommodate 10 or more guests. These stays come with all the space you need to enjoy good times with family and friends.
Are there holiday homes in Shaftsbury that welcome kids?
With 10 family-friendly holiday homes available in Shaftsbury, now is a fantastic time to introduce your children to the magic of travel. Check our "Properties good for families" filter to browse stays packed with amenities ideal for families on the move, like extra bedrooms, private pools, bunk beds and hot tubs.
What are the top attractions for families in Shaftsbury?
Keeping the kids happy during your holiday in Shaftsbury is simple with these leading family-friendly attractions:
  • Lake Shaftsbury State Park
  • Bennington Centre for the Arts
  • Norman Rockwell Exhibition
Are there one-bedroom holiday homes in Shaftsbury?
Yes, Shaftsbury has four one-bedroom homes available. Often situated in sought-after areas because of their smaller size, a one-bedroom holiday property is ideal if you're travelling with a buddy or your partner. And with comforts such as air conditioning and more privacy than a standard hotel, you'll be able to relax while exploring this amazing destination.
Can I find two-bedroom holiday homes in Shaftsbury?
Gather your besties and enjoy a relaxing escape in one of the two two-bedroom holiday properties Shaftsbury has to offer.
Are there holiday homes with WiFi in Shaftsbury?
Shaftsbury has seven holiday homes with WiFi, so you'll be able to stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Bookabach homes make it a cinch to go online.
How can I find holiday homes with air conditioning in Shaftsbury?
Decide on your travel dates and then use the filter tool to locate holiday homes with ac in Shaftsbury on Bookabach. With seven air-conditioned properties available, you can enjoy a cool and comfy break.
How old do you have to be to rent a holiday home in Shaftsbury?
The minimum age is generally 16, 18 or 21. It can vary across properties on Bookabach, so check the rules of your chosen Shaftsbury stay before you book.
How long can I rent a holiday home in Shaftsbury for?
It's really down to the Shaftsbury property. To browse available options offering extended stays, simply enter your travel dates and guest number into Bookabach. You can enjoy having the entire place to yourself, along with comforts such as a full kitchen, air conditioning and outdoor spaces where your little ones can play. Keep an eye out for any long-term stays that offer weekly or monthly discounts.