Best Vacation Homes in Dorset
Cottage
10.0(42 Reviews)
2 Bedrooms
1 Bath
5 Guests
Parking
Ocean View
Balcony/Terrace
View
R7,371/Night
7 Nights - R51,597
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Parking
- Balcony/Terrace
Air Conditioner
Internet
R3,011/Night
7 Nights - R21,074
House
10.0(39 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
Pool- Balcony/Terrace
Kitchen
R9,188/Night
7 Nights - R64,325
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1474.66 ft²
Breakfast- Parking
Skiing- View
R6,790/Night
7 Nights - R47,533
Apartment
10.0(22 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
R4,543/Night
7 Nights - R31,795
House
10.0(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R7,334/Night
7 Nights - R51,329
Condo
10.0(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
R6,069/Night
7 Nights - R42,482
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
1098 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R7,741/Night
7 Nights - R54,189
Dorset Luxury Rentals
House
9.4(3 Reviews)
5 Bedrooms
5 Baths
16 Guests
4672 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R29,025/Night
7 Nights - R203,177
House
10.0(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
3400 ft²
- Breakfast
- Parking
- Kitchen
- Air Conditioner
R19,283/Night
7 Nights - R134,989
House
7 Bedrooms
5 Baths
15 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R19,102/Night
7 Nights - R133,718
House
9.6(4 Reviews)
6 Bedrooms
3 Baths
10 Guests
2700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
R19,045/Night
7 Nights - R133,316
House
6.7(3 Reviews)
6 Bedrooms
3 Baths
10 Guests
2701.74 ft²
- Parking
- Internet
Child Friendly
Barbecue/Outdoor Cooking
R14,823/Night
7 Nights - R103,763
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2166 ft²
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
R14,306/Night
7 Nights - R100,133
House
8.8(3 Reviews)
5 Bedrooms
4 Baths
10 Guests
5120 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R11,952/Night
7 Nights - R83,659
House
10.0(56 Reviews)
4 Bedrooms
2 Baths
8 Guests
1650 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
R10,612/Night
7 Nights - R74,276
Dorset Pet Friendly Vacation Rentals
House
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R6,715/Night
7 Nights - R47,014
Bed & Breakfast
9.5(34 Reviews)
21 Bedrooms
4 Baths
14 Guests
243.98 ft²
Oceanfront- Breakfast
- Parking
- Pool
R2,927/Night
7 Nights - R20,488
House
9.8(9 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R8,660/Night
7 Nights - R60,612
House
9.5(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
1797.57 ft²
- Breakfast
- Parking
- Skiing
- View
R7,700/Night
7 Nights - R53,905
House
4 Bedrooms
3 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R8,634/Night
7 Nights - R60,428
House
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Parking
- Kitchen
- Internet
- Pet Friendly
R6,084/Night
7 Nights - R42,599
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
R2,679/Night
7 Nights - R18,749
House
9.8(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1470 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R7,482/Night
7 Nights - R52,383
Dorset Large Vacation Homes
House
5 Bedrooms
2 Baths
10 Guests
- Parking
- Kitchen
- Internet
- Child Friendly
R7,282/Night
7 Nights - R50,978
Bed & Breakfast
9.2(45 Reviews)
24 Bedrooms
4 Baths
10 Guests
208.1 ft²
- Oceanfront
- Breakfast
EV Charge Station- Parking
R3,027/Night
7 Nights - R21,191
House
10.0(7 Reviews)
3 Bedrooms
3 Baths
10 Guests
3620 ft²
- Hot Tub
- Parking
Spa- Ocean View
R14,027/Night
7 Nights - R98,193
House
7 Bedrooms
5 Baths
16 Guests
4413 ft²
- Kitchen
- Child Friendly
Laundry
TV
R15,571/Night
7 Nights - R108,998
Cabin
10.0(1 Review)
2 Bedrooms
2 Baths
10 Guests
1700 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
R10,503/Night
7 Nights - R73,524
House
10.0(4 Reviews)
7 Bedrooms
4 Baths
16 Guests
- Parking
- Internet
- Child Friendly
- Laundry
R13,113/Night
7 Nights - R91,788
House
10.0(1 Review)
6 Bedrooms
5 Baths
20 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
R18,826/Night
7 Nights - R131,777
House
9.6(4 Reviews)
6 Bedrooms
3 Baths
10 Guests
2700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
R13,385/Night
7 Nights - R93,694
Why Choose Rent By Owner for your Dorset Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Dorset
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here ensures you experience the region’s natural beauty and peaceful atmosphere at its best, making it an ideal destination for your next vacation stay.
Peak Season Highlights
Summer (June to August)
During the warmest months, you'll enjoy longer daylight hours and vibrant outdoor activities that highlight the area's natural beauty.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 50°F to 60°F
Fall (September to October)
This season offers stunning foliage and pleasant weather, making it an ideal time for exploring scenic landscapes and enjoying outdoor pursuits.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
The colder months provide a peaceful atmosphere with fewer visitors, perfect for those seeking quiet retreats and cozy stays.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
Spring (March to May)
Early spring sees the region waking up with blooming flora and milder weather, offering a more tranquil experience before the summer rush begins.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Dorset
How to Book Your Dorset Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Dorset
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling and dining areas to make the most of the scenic surroundings.
- Take advantage of spacious yards or gardens perfect for relaxing or family activities.
- Experience the beauty of nearby hiking trails with outdoor access directly from your rental.
- Make use of private patios or decks that provide a tranquil space to unwind amidst nature.
- Utilize outdoor fire pits for cozy evenings under the stars during your stay.
- Benefit from well-maintained parking facilities designed for easy access to your destination.
- Explore the region’s scenic views with outdoor seating areas that offer picturesque vistas of Vermont’s landscape.
Top Attractions Around Dorset
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities such as hiking, cycling, and exploring scenic nature trails that showcase the region's natural beauty.
Family Activities
- Hiking in the Green Mountain National Forest: Explore scenic trails suitable for family adventures and enjoy the natural beauty surrounding this region.
- Dorset Playhouse Performances: Experience local culture by attending engaging plays and performances that entertain visitors of all ages in the area.
- Visit the Dorset Field Days: Participate in traditional community events and activities that offer fun for the whole family during the summer months.
- Exploring the Vermont Heritage Museum: Discover local history and interactive exhibits that provide educational entertainment for young and old alike in the vicinity.
Adult Activities
- Exploring the Appalachian National Scenic Trail: You can enjoy scenic hikes along this renowned trail that offers breathtaking views of the surrounding landscape.
- Visiting local farms and orchards: The area is known for its charming farms where you can pick fresh seasonal produce and experience rural Vermont hospitality.
- Golf at scenic courses: Play a round of golf at picturesque courses designed to showcase the natural beauty of the region.
- Discovering art galleries and studios: Immerse yourself in the local art scene by exploring galleries and meeting artists who capture the region’s inspiring scenery.
Other Places to Stay in Dorset, VT
Dorset Playhouse
Dorset Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Local Outdoors: Take advantage of scenic hiking and outdoor activities that showcase the natural beauty a short drive from your Dorset stay.
- Visit Seasonal Events: Check for seasonal festivals and markets in this destination to experience authentic local culture and crafts.
- Discover Nearby Dining Options: Sample farm-to-table cuisine at nearby eateries that highlight regional flavors unique to the area.
- Plan Day Trips: Use your vacation rentals as a comfortable base for exploring surrounding towns and attractions in this part of Vermont.
Transportation Options
- Car Rentals: Renting a car provides the flexibility to explore this scenic region at your own pace, especially for visiting nearby attractions from Dorset.
- Public Transit: Local bus services offer an economical way to navigate around here, connecting you to key points within the area and neighboring towns.
- Taxi and Ride-Sharing Services: Convenient for short trips or when arriving late, these options ensure you can easily get around without hassle.
- Biking: Biking along designated routes is a fantastic way to experience the natural beauty of this destination firsthand while staying active during your stay.
Local Customs Options
- Local Craftsmanship: You’ll notice the region’s appreciation for handmade goods, often reflected in local markets and craft fairs which celebrate Dorset's artisanal traditions.
- Community Gatherings: Participating in seasonal festivals and town gatherings is a cherished custom here, fostering bonds among residents and visitors alike.
- Respect for Nature: The area’s residents demonstrate a deep respect for the natural landscape through conservation efforts and outdoor etiquette during your stay.
- Historical Preservation: You’ll find that maintaining the town’s historical sites and architecture is a valued tradition, offering a rich cultural backdrop for your visit.
Frequently Asked Questions About Dorset?
1. What are the top vacation rentals in Dorset?
There are a lot of options in Dorset. If you plan on staying in the Dorset area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dorset:
- The Nest at Birch Quarry
- Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
- Renovated 2 BR/1BA guest house on private 18-acre property
- Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
- Cozy cottage in the Dorset Hollow. Mountain views, patio & stream. Pet friendly!
- Private 2-bedroom condo with mountain views in charming Dorset, Vermont.
- The Lower Hollow House, dip into river in backyard
- Owl Brook House - Midcentury Escape near Manchester
- Charming Dorset Cottage Nestled in the Treetops
- Cozy 2-BR Cottage on a Private Estate in Dorset
2. Which vacation homes in Dorset are best for families?
If you are looking for a family-friendly vacation home in Dorset, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dorset:
3. How many Rentbyowner vacation rentals are available in Dorset?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 64 in the Dorset area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Dorset.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the property listing. To ensure you understand the specific terms, please review the cancellation details provided on the listing or contact the property owner directly.
5. Are pets allowed in vacation rentals here?
Pet policies differ among properties; some may welcome your furry friends while others do not. Check the individual listing for pet restrictions or contact the host for clarification before booking.
6. How do I find the best amenities included with a rental during my stay?
Amenities are detailed on each property’s listing page. You can filter and compare features to find accommodations that match your preferences, or reach out to the owner for more information about available amenities.
7. Is there a minimum stay requirement when booking a vacation rental?
Minimum stay requirements vary based on the property and season. To confirm, review the specific listing details or contact the owner for clarification on any stay length restrictions.
8. What should I know about the check-in and check-out process for rentals in this region?
Check-in and check-out procedures are outlined in each listing. If you have questions or need special arrangements, it’s best to communicate directly with the owner before your arrival to ensure a smooth experience.
Dorset Top Rated Vacation Rentals
House
9.8(10 Reviews)
4 Bedrooms
3 Baths
9 Guests
Private Pool- Hot Tub
- Parking
- Pool
R10,641/Night
7 Nights - R74,494
Other
8.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R8,062/Night
7 Nights - R56,431
Cabin
4.6(37 Reviews)
4 Bedrooms
4 Baths
8 Guests
3400 ft²
- Pool
- Kitchen
- Child Friendly
- Laundry
R8,279/Night
7 Nights - R57,953
House
3 Bedrooms
3 Baths
8 Guests
2600 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R11,925/Night
7 Nights - R83,475
