Best Vacation Homes in Dorchester
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $257/Night
For 7 Nights US $1,802
785.77 ft²
6 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $255/Night
For 7 Nights US $1,787
US $150/Night
For 7 Nights US $1,050
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $133/Night
For 7 Nights US $931
1001.04 ft²
7 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Parking
- Internet
US $273/Night
For 7 Nights US $1,911
10 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $374/Night
For 7 Nights US $2,617
550 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $156/Night
For 7 Nights US $1,093
784 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $218/Night
For 7 Nights US $1,527
Dorchester Luxury Rentals
3498.27 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,130/Night
For 7 Nights US $7,908
2992.37 ft²
14 Guests
4 Bedrooms
3 Bathrooms
House
- Balcony/Terrace
- View
- Pet Friendly
US $1,000/Night
For 7 Nights US $7,000
3500 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Private Pool
- Spa
- Fireplace/Heating
US $963/Night
For 7 Nights US $6,741
US $891/Night
For 7 Nights US $6,237
15 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $668/Night
For 7 Nights US $4,677
9 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $631/Night
For 7 Nights US $4,417
12 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $612/Night
For 7 Nights US $4,283
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $565/Night
For 7 Nights US $3,956
Dorchester Pet Friendly Vacation Rentals
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $102/Night
For 7 Nights US $714
3003.13 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Free Cancellation
House
- Skiing
- Fireplace/Heating
- Pet Friendly
US $529/Night
For 7 Nights US $3,702
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $110/Night
For 7 Nights US $770
1248.61 ft²
6 Guests
3 Bedrooms
1 Bathroom
House
- Spa
- Fireplace/Heating
- Pet Friendly
US $158/Night
For 7 Nights US $1,106
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $245/Night
For 7 Nights US $1,718
6 Guests
2 Bedrooms
1 Bathroom
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $123/Night
For 7 Nights US $863
2800 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $327/Night
For 7 Nights US $2,289
Dorchester Large Vacation Homes
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $492/Night
For 7 Nights US $3,446
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $496/Night
For 7 Nights US $3,471
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $295/Night
For 7 Nights US $2,065
14 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $327/Night
For 7 Nights US $2,292
2670 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $550/Night
For 7 Nights US $3,852
1500 ft²
12 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $252/Night
For 7 Nights US $1,765
2895 ft²
14 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $536/Night
For 7 Nights US $3,755
14 Guests
5 Bedrooms
4 Bathrooms
Ocean View
Cabin
- Hot Tub
- Fireplace/Heating
- Ocean View
US $457/Night
For 7 Nights US $3,200
Why Choose Rent By Owner for your Dorchester 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 Dorchester
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination ensures you can enjoy the natural beauty and local charm at its best, making your stay in the area truly unforgettable.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can enjoy pleasant weather and longer daylight hours, making it ideal for outdoor activities and exploring the region’s natural beauty.
Average Temperature Daytime: around 75°F to 85°F - Nighttime: about 55°F to 65°F
Fall (September to November)
Autumn brings vibrant foliage and crisp air, attracting visitors seeking a picturesque escape while experiencing the region’s fall colors.
Average Temperature Daytime: roughly 60°F to 70°F - Nighttime: around 40°F to 50°F
Off-Season Highlights
Winter (December to February)
The winter season offers a quieter atmosphere with cooler temperatures, perfect for those looking for a peaceful retreat away from crowds.
Average Temperature Daytime: approximately 20°F to 30°F - Nighttime: near 10°F to 20°F
Spring (March to May)
As the region begins to thaw, spring features milder weather and blooming landscapes, ideal for enjoying nature at a slower pace during less busy times.
Average Temperature Daytime: around 45°F to 60°F - Nighttime: about 30°F to 40°F
Weekly Weather Forecast for Dorchester
How to Book Your Dorchester 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 Dorchester
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 cooking with a private barbecue grill available at many properties in the region.
- Relax on spacious decks or patios that offer beautiful views of the surrounding natural landscapes.
- Make the most of nearby lakes or rivers with access to fishing, kayaking, or canoeing opportunities.
- Benefit from well-maintained fire pits perfect for evening gatherings under the stars.
- Stay active with outdoor sports amenities such as tennis courts, volleyball nets, or walking trails often found in this area.
- Experience the tranquility of private gardens or landscaped yards designed for outdoor leisure.
- Discover shaded porches or verandas ideal for enjoying the peaceful ambiance of this destination's outdoor environment.
Top Attractions Around Dorchester
What attractions are nearby?
In this charming destination, you can enjoy outdoor activities such as fishing and hiking nearby, making it a perfect spot for nature enthusiasts seeking relaxation and adventure in the region.
Family Activities
- Lake Wazee Recreation Area: Enjoy family-friendly activities such as fishing, boating, and picnicking by the scenic waters here in this popular outdoor destination.
- Fennimore Doll Museum: Explore a charming collection of dolls that will delight children and collectors alike during your visit to this region.
- Nature Trails at the local State Park: Discover serene hiking and biking paths perfect for outdoor adventures with the whole family in the nearby park lands.
- Local Community Events: Check out seasonal festivals and farmer's markets that offer fun, educational experiences and local flavors unique to this area.
Adult Activities
- Exploring Local Museums: Dive into the area's rich history and craftsmanship by visiting local museums that showcase the region's heritage and culture.
- Enjoying Nature Trails: Discover scenic nature trails perfect for walking, biking, or birdwatching, offering a peaceful retreat amidst the natural beauty of this destination.
- Fishing at Nearby Lakes: Spend a relaxing day fishing at nearby lakes, where you can unwind and enjoy the tranquil waters surrounded by picturesque scenery.
- Golfing Experiences: Tee off at golf courses in the vicinity, providing an excellent opportunity to indulge in a round of golf while soaking in the region's beautiful landscapes.
Other Places to Stay in Dorchester, WI
Dorchester Park
Dorchester Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of the scenic outdoor spaces surrounding here to enjoy peaceful walks and connect with the region's natural beauty.
- Visit Community Events: Engage with local festivals or gatherings that highlight the area’s culture and give you authentic experiences during your stay.
- Plan for Seasonal Activities: Tailor your trip by considering activities that align with the season, such as fishing in summer or exploring winter landscapes here.
- Choose a Prime Location: Select vacation rentals close to key attractions and amenities to maximize convenience and immerse yourself fully in the destination.
Transportation Options
- Personal Vehicles: Renting a car is a convenient way to explore the surrounding area from your vacation rental in Dorchester, Wisconsin, providing flexibility and ease of access.
- Local Taxi Services: Reliable taxi services are available nearby for short trips within this destination, making transportation simple without the need for a personal vehicle.
- Public Transit: Bus services connect the region with neighboring towns, offering an affordable option for getting around during your stay.
- Bike Rentals: Biking provides a scenic and eco-friendly way to enjoy this area's outdoor attractions while staying comfortable during your visit.
Local Customs Options
- Traditional American Celebrations: You can experience local festivities rooted in national holidays, reflecting the community’s pride and historical roots here.
- Community Gatherings: Participating in neighborhood events offers a glimpse into the region’s close-knit spirit and cherished social customs.
- Farmers’ Markets: Visiting local markets provides insight into the area’s agricultural traditions and support for regional producers.
- Respect for Nature: Shared outdoor etiquette emphasizes preserving the region's natural beauty, making your stay more harmonious with the environment here.
Frequently Asked Questions About Dorchester?
1. What are the top vacation rentals in Dorchester?
There are a lot of options in Dorchester. If you plan on staying in the Dorchester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dorchester:
- Stunning Log home in the true "Heart" of Wisconsin.
- The Musky Cabin on the Big Eau Pleine Reservoir!
- Pool Table! Pet Friendly! Lakeside!-Unique Getaway!
- Charming house just 15 miles from Wausau!
- Waterfront Central Wisconsin Cabin w/Indoor Pool!
- Candy Red Country Home
- Northwoods Ranch House
- Charming 1-bedroom house in brilliant Thorp with WiFi, AC
- Modern Lake House with Stunning Views
- National Forest, Fishing, Trail riding, Hunting, Bars/Eatery and Pet-Friendly
2. How many vacation rentals have private pools in Dorchester?
There are 2 vacation rentals with private pools near Dorchester. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Dorchester are best for families?
If you are looking for a family-friendly vacation home in Dorchester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dorchester:
4. How many Rentbyowner vacation rentals are available in Dorchester?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 151 in the Dorchester 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 Dorchester.
5. What is the cancellation policy for vacation rentals in Dorchester, Wisconsin?
The cancellation policy varies by listing, so it’s important to review the details specific to your chosen property in this area. You can find this information on the listing page or contact the property owner directly for clarification.
6. How do I confirm my booking and secure my stay in a Dorchester vacation rental?
Booking confirmation typically occurs once you complete the reservation process through the listing platform. Ensure all required information is provided, and double-check your email for confirmation details from the host or property manager.
7. Are there any additional fees or charges for staying at a vacation rental here?
Additional fees such as cleaning, service charges, or security deposits are usually detailed within each listing. To avoid surprises, review the specific listing terms or reach out to the host for clarification before confirming your reservation.
8. What amenities are generally available in vacation rentals in this region?
Most properties offer amenities like Wi-Fi, parking, and kitchen facilities. For more specific features, such as outdoor spaces or entertainment options, refer to the individual property listing or contact the owner directly.
9. How do I inquire about specific accommodations or special requests for a vacation rental in the region?
You can communicate directly with the property owner or host via the messaging platform provided during the booking process. This ensures your questions are answered accurately and your needs are considered when making your reservation.
Dorchester Top Rated Vacation Rentals
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
US $180/Night
For 7 Nights US $1,263
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $155/Night
For 7 Nights US $1,086
US $92/Night
For 7 Nights US $643
330.99 ft²
4 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
US $156/Night
For 7 Nights US $1,092
301.39 ft²
2 Bathrooms
Hotel
- Oceanfront
- Fireplace/Heating
- Pool
US $162/Night
For 7 Nights US $1,136
US $83/Night
For 7 Nights US $579
US $90/Night
For 7 Nights US $630
US $89/Night
For 7 Nights US $620
