Dorset holiday rentals

We found 728 holiday rentals — enter your dates for availability
Discover a selection of 25 homes and other holiday rentals in Dorset that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include parking and a garden. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Dorset

Showing deals for:18 Dec - 25 Dec

Private kitchen
Exterior
Interior
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
A look at the main floor family room from above.
Welcome to our 9 bedroom luxury home in the heart of Southern Vermont!
Complete privacy on our property!
Hot tub and firepit are great after a day of fun.
Exceptional
(22 reviews)

Luxury 9BRs Stratton Estate. Views! Hot Tub, Sauna, Game House, Swimming pool!

Bondville

8% off
AU$38,655
for 7 nights, 1 home
AU$5,522 per night
includes taxes & fees
Luxury 9BRs Stratton Estate. Views! Hot Tub, Sauna, Game House, Swimming pool!
Primary bedroom balcony
Interior
Sitting room looking into the kitchen.
View from upstairs guest room
Exceptional
(8 reviews)

Views of Stratton, Minutes from the Slopes, EV Charging Level 2

Bondville

8% off
AU$15,615
for 7 nights, 1 home
AU$2,231 per night
includes taxes & fees
Views of Stratton, Minutes from the Slopes, EV Charging Level 2
Interior
Interior
Private kitchen
Exterior
Exceptional
(55 reviews)

Skylight Ski Lodge VT Rustic Chic Near Stratton

Bondville

8% off
AU$17,749
for 7 nights, 1 home
AU$2,536 per night
includes taxes & fees
Skylight Ski Lodge VT Rustic Chic Near Stratton
Dining
Exterior
Living area
Plenty of room for relaxing.
Exceptional
(33 reviews)

Winterfell chalet - quiet, relaxing & private with Stratton on your doorstep.

Bondville

8% off
AU$9,202
for 7 nights, 1 chalet
AU$1,315 per night
includes taxes & fees
Winterfell chalet - quiet, relaxing & private with Stratton on your doorstep.
Exterior
Terrace/patio
Interior
Interior
Exceptional
(57 reviews)

Modern mountain home - Vermont Ski House close to Stratton

East Dorset

8% off
AU$10,132
for 7 nights, 1 home
AU$1,447 per night
includes taxes & fees
Modern mountain home - Vermont Ski House close to Stratton
Stratton mtn fire tower view
Outdoor dining
main entrance
living room
Exceptional
(39 reviews)

Cozy Manchester Getaway with Amazing Views!!!

Bondville

8% off
AU$5,507
for 7 nights, 1 home
AU$787 per night
includes taxes & fees
Cozy Manchester Getaway with Amazing Views!!!
Exterior
Property grounds
Room
Private kitchen
Exceptional
(28 reviews)

Bear Pass Bunkhouse

Manchester

8% off
AU$3,096
for 7 nights, 1 home
AU$442 per night
includes taxes & fees
Bear Pass Bunkhouse
Backyard - Fire Pit area
Large dining area accommodates family sized gatherings
Living Room
Wood burning stove 1
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
Living area
Interior
Property grounds
Living room as part of an open flow design. French door to deck and hot tub
Exceptional
(29 reviews)

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Arlington

16% off
AU$10,643
for 7 nights, 1 home
AU$1,520 per night
includes taxes & fees
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets
Private kitchen
Exterior
Living area
Pool
Exceptional
(21 reviews)

Skiing, snowboarding, tubing, snowshoeing and all the other winter activities!

Bondville

8% off
AU$12,894
for 7 nights, 1 home
AU$1,842 per night
includes taxes & fees
Skiing, snowboarding, tubing, snowshoeing and all the other winter activities!
Private kitchen
Interior
Exterior
Outdoor spa tub
Exceptional
(21 reviews)

Chalet w/ Lake & MT views, Hot Tub, Pet friendly, <10mins to Lake & Golf

Wells

8% off
AU$4,677
for 7 nights, 1 home
AU$668 per night
includes taxes & fees
Chalet w/ Lake & MT views, Hot Tub, Pet friendly, <10mins to Lake & Golf
Interior
Available weekend, weekly or monthly spring or summer rental.
Interior
Private kitchen
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.
entrance view
deck
rear of house
kitchen
Exceptional
(8 reviews)

Accessible Manchester Home with Amazing Views!

Manchester Center

8% off
AU$7,270
for 7 nights, 1 home
AU$1,039 per night
includes taxes & fees
Accessible Manchester Home with Amazing Views!
Exterior
Outdoor dining
Room
Property grounds
Exceptional
(7 reviews)

Serene apartment in Dorset perfect for a relaxing getaway

Dorset

8% off
AU$1,360
for 7 nights, 1 apartment
AU$194 per night
includes taxes & fees
Serene apartment in Dorset perfect for a relaxing getaway
- 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
- 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
- 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
- Bright outdoor patio with comfortable seating and green views - Perfect for morning coffee or relaxing afternoons outdoors - Peaceful setting surrounded by trees and mountain air
Exceptional
(6 reviews)

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

Manchester Center

11% off
AU$5,794
for 7 nights, 1 home
AU$828 per night
includes taxes & fees
Escape to The Clyde’s View Hideaway in Manchester, Vt. New Home 3 Bed 2 Bath
Living area
Interior
Dining
Property grounds
Exceptional
(40 reviews)

Newly Renovated 2BR - walk to lift; walk to Stratton Village; easy parking

Stratton

8% off
AU$18,272
for 7 nights, 1 apartment
AU$2,610 per night
includes taxes & fees
Newly Renovated 2BR - walk to lift; walk to Stratton Village; easy parking
- Vibrant fall view with mountains and colorful forest canopy - Breathtaking seasonal scenery from your private balcony - Capture nature’s beauty from this mountain getaway
- Aerial view of resort with pool, paths, and lush greenery - Convenient location near trails and scenic mountain spots - Perfect for families and groups enjoying an outdoor escape
- Heated pool and hot tub with mountain views and privacy - Stone patio with lush landscaping and serene ambiance - Perfect for evening swims and relaxation after skiing
- Lodge lobby with towering stone fireplace and leather seating - Rustic decor and cozy mountain lodge atmosphere - Perfect spot to unwind and connect after outdoor adventures
Exceptional
(56 reviews)

Stratton base condo w/ pool & hot tub

Stratton

12% off
AU$18,560
for 7 nights, 1 apartment
AU$2,651 per night
includes taxes & fees
Stratton base condo w/ pool & hot tub
Master Bedroom with walk out patio
Completely new, Hi-end Kitchen with granite countertops & lots of cabinet space
Kitchen island & Family Room with wood burning fireplace
Village Watch #4 prime location overlooking Tamarack Chairlift & trail
Exceptional
(93 reviews)

Beautiful -Slope-side- Stratton Mountain Condo, Walk to Chairlift, Village & Gym

Stratton

8% off
AU$11,133
for 7 nights, 1 apartment
AU$1,590 per night
includes taxes & fees
Beautiful -Slope-side- Stratton Mountain Condo, Walk to Chairlift, Village & Gym
Kitchen
Entering the condo view, living room, kitchen & dining room
A14
Living area
Exceptional
(14 reviews)

Stratton Mountain-Spacious Multi-Level 1830 Ft. Premium Townhouse

Bondville

8% off
AU$8,619
for 7 nights, 1 apartment
AU$1,231 per night
includes taxes & fees
Stratton Mountain-Spacious Multi-Level 1830 Ft. Premium Townhouse
Exposed Hand Hewn Beams
Screened in porch with scenic view of private lake
Favorite haunt sun-glass porch
Living room with flat screen TV
Exceptional
(77 reviews)

By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

Bondville

8% off
AU$3,101
for 7 nights, 1 home
AU$443 per night
includes taxes & fees
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.
Private kitchen
Interior
Room
Dining
Exceptional
(23 reviews)

Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

Dorset

8% off
AU$2,165
for 7 nights, 1 apartment
AU$309 per night
includes taxes & fees
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
Property grounds
Dining
Terrace/patio
Living area
Exceptional
(91 reviews)

Green Mountain Log Cabin Near Manchester, Arlington and the Battenkill River.

Arlington

7% off
AU$2,713
for 7 nights, 1 cabin
AU$388 per night
includes taxes & fees
Green Mountain Log Cabin Near Manchester, Arlington and the Battenkill River.
- Bright and airy living space with cozy fireplace and lodge vibes - Mountain décor and tall ceilings create an inviting retreat - Steps from Stratton slopes with stunning scenic views
- Charming resort exterior with pond, fountain, and mountain views - Peaceful landscaped grounds perfect for strolls and photos - Relaxed alpine escape in the heart of Stratton Village
- Heated outdoor pool and spa with scenic mountain backdrop - Lounge chairs and lush landscaping for total relaxation - Ideal après-ski retreat in Stratton’s beautiful resort setting
- Open-concept kitchen with granite countertops and rustic bar seating - Bright living area with mountain charm and warm cabin décor - Ideal for family meals after a day on Stratton slopes
Exceptional
(12 reviews)

Mountain condo w/ heated pool & fire pit

Stratton

12% off
AU$18,796
for 7 nights, 1 apartment
AU$2,685 per night
includes taxes & fees
Mountain condo w/ heated pool & fire pit

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Travel to friendly Dorset

Enjoy the theatre scene and other features of Dorset. Travellers appreciate the parks in this welcoming city. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Dorset

Are you hoping to find things to do in the area? Venture out of your holiday home and check out everything that makes Dorset a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Golf Club at Equinox (6.6 mi / 10.6 km)
  • Bromley Mountain Ski Resort (8.4 mi / 13.6 km)
  • Sugar Shack (12 mi / 19.2 km)
  • Stratton Mountain Golf Course (13.2 mi / 21.2 km)
  • Stratton Mountain Resort (14.3 mi / 23.1 km)
  • Jamaica State Park (16.4 mi / 26.4 km)

Exploring the natural landscape of Dorset

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Dorset is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Merck Forest Farmland Center (4 mi / 6.4 km)
  • Emerald Lake State Park (5.1 mi / 8.1 km)
  • Green Mountain National Forest (5.7 mi / 9.2 km)
  • Battenkill River (6.2 mi / 10 km)
  • Equinox Preservation Trust (6.3 mi / 10.2 km)
  • Mount Equinox (9.6 mi / 15.4 km)

How to get to and around Dorset

The nearest airport is in Rutland, VT (RUT-Rutland Southern Vermont Regional), located 20.4 mi (32.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is 26.1 mi (42.1 km) away.

Frequently asked questions

What is the best area to stay in Dorset when booking a holiday rental?
When considering a holiday rental in Dorset, Vermont, the charming area surrounding the town centre is an excellent choice. This picturesque region is known for its stunning natural beauty, with rolling hills and lush landscapes that are superb for outdoor enthusiasts. In this area, you'll find a delightful selection of properties, offering everything from quaint cottages to spacious family homes, each providing a warm and welcoming atmosphere.One of the key attractions nearby is the Dorset Theatre Festival, which showcases a variety of performances and adds a vibrant cultural element to the community. Additionally, the area is home to the historic Dorset Quarry, a lovely spot for swimming and picnicking during the summer months. The proximity to these attractions makes the town centre a particularly appealing base for exploring the local culture and enjoying outdoor activities.
Where are the best areas for renting a beach house in Dorset?
For renting a beach house in Dorset, the area around the southern shores of Lake Dorset is an excellent choice. This picturesque region offers a variety of holiday rentals with stunning views of the water and easy access to beach activities. Many properties in this area come with amenities such as private docks, outdoor grilling spaces, and spacious decks, great for enjoying sunsets by the lake.Additionally, the nearby town of Manchester provides a charming atmosphere with its local shops and dining options. Here, you can find quaint cottages and larger family homes that often include features like fully equipped kitchens, multiple bedrooms, and sometimes even game rooms for entertainment. The scenic surroundings also offer opportunities for hiking and exploring the beautiful Green Mountains, making it an ideal location for those looking to combine beach relaxation with outdoor adventures.
What is the most popular type of holiday rental accomodation in Dorset?
In Dorset, holiday houses are the most popular type of holiday rental, with about 96 available throughout the area. These properties often come with spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, great for enjoying the beautiful Vermont landscape. Additionally, there are several apartments, cottages, and condos available, which provide various options for travellers seeking a cozier stay. Most of these rentals are conveniently located near local attractions, making it easy for guests to explore the charming town and its surrounding natural beauty.
Are there any family house rentals in Dorset?
In Dorset, Vermont, there are some family-friendly house rentals available, with around 14 options for visitors to consider. This charming town is surrounded by picturesque landscapes, making it a delightful destination for families seeking both adventure and relaxation. Many of the properties offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.Nearby, the Dorset Theatre Festival provides cultural entertainment, while the scenic Green Mountain National Forest is superb for hiking and enjoying nature. Additionally, families can find kid-friendly attractions like local farms and parks within a short drive.
Can I rent a holiday home with a pool or hot tub in Dorset?
In Dorset, Vermont, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing destination for those looking to relax and unwind. The area is known for its picturesque landscapes and charming New England architecture, providing a delightful backdrop for a getaway. Many of the rentals in this region come equipped with amenities such as private pools, outdoor hot tubs, spacious patios, and fully stocked kitchens, ideal for families or groups seeking comfort and convenience during their stay.Additionally, Dorset's proximity to outdoor recreational activities, including hiking and skiing, enhances the experience for visitors. The scenic countryside offers opportunities for exploration, and after a day of adventure, you can return to your rental to enjoy a refreshing dip or soak in the hot tub.
Are there pet-friendly house rentals in Dorset?
In Dorset, visitors can find a variety of pet-friendly house rentals, with around 21 options available for those travelling with furry companions. Many of these holiday homes come equipped with desirable amenities such as spacious living areas, fully furnished kitchens, and outdoor spaces where pets can enjoy the fresh air.The area is known for its stunning natural beauty, offering numerous outdoor activities for both pets and their owners. Nearby, the picturesque Dorset Quarry provides a scenic spot for swimming and walking, while the Green Mountain National Forest offers trails superb for hiking with dogs. The charming village centre features pet-friendly cafes and shops, adding to the overall experience for those with pets.
Are there any remote work holiday rentals in Dorset?
In Dorset, Vermont, there are numerous options for remote work holiday rentals, with around 104 available. This charming town, located in the scenic Green Mountains, provides a tranquil environment ideal for those looking to blend work and leisure. Many properties come equipped with essential amenities such as free Wi-Fi, making it easy to stay connected, whether you're working from a cozy cabin or a spacious home.Travellers can expect a range of accommodations, from rustic lodges to beautifully appointed cottages, often featuring comfortable workspaces, fully equipped kitchens for meal preparation, and inviting living areas to unwind after a day of work. The surrounding area offers picturesque views, hiking trails, and local attractions, ensuring that you can enjoy the natural beauty of Vermont during your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Dorset?
In Dorset, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties are pet-friendly, suiting travellers who wish to bring their furry companions along. Rentals often feature outdoor spaces such as decks or patios, providing a lovely spot to relax and enjoy the fresh air. A fireplace is a common amenity, great for cosy evenings after a day of exploring the beautiful Vermont landscapes. Additionally, onsite parking is typically available, making it convenient for guests travelling by car.
When is the best time to visit Dorset for a holiday rental?
The best time to visit Dorset for a holiday rental is during the summer months, particularly in July, when the area is alive with vibrant tourist activity. This peak season, which spans from July to September, draws in visitors eager to immerse themselves in the natural beauty and recreational opportunities that Dorset has to offer. With warm temperatures averaging around 20 to 30 degrees Celsius, outdoor enthusiasts can enjoy hiking, biking, and exploring the picturesque landscapes of the Green Mountains.July is particularly popular, as families and adventure seekers flock to the region for its array of summer festivals and events. The atmosphere is bustling, making it an ideal time for those who thrive in lively settings filled with fellow travellers and various activities.If you're looking for a more tranquil experience, consider visiting in November. This month marks the low season, which allows for a quieter getaway and the chance to enjoy the stunning autumn colours without the crowds. While the temperatures can be cooler, ranging from 0 to 10 degrees Celsius, the beauty of the changing foliage provides a serene backdrop for leisurely walks and cosy moments by the fire.
What are the top attractions in Dorset?
In Dorset, Vermont, visitors can experience a blend of natural beauty and cultural charm. The Dorset Marble Quarry, a historic site, is a fascinating attraction where guests can explore the remains of a once-thriving marble industry. The picturesque Dorset Village features quaint shops and local eateries, making it a lovely spot to stroll and soak in the area's character.Outdoor enthusiasts will appreciate the proximity to the Green Mountain National Forest, which offers hiking trails and scenic views, superb for exploring the stunning Vermont landscape. Nearby, the beautiful H. M. G. D. State Park provides opportunities for picnicking and outdoor recreation.
Are all fees included in the Dorset 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 Dorset holiday homes with parking?
Stayz offers a wide selection of holiday homes in Dorset 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 Dorset holiday homes?
You can find great discounts on holiday homes in Dorset 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 Dorset holiday home booking on Stayz?
To find Dorset 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 Dorset?
A long-stay holiday home in Dorset 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 Dorset holiday home?
Book your Dorset 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 Dorset?
Prices for holiday homes in Dorset 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 Dorset 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.

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