Dorchester vacation rentals

We found 755 vacation rentals — enter your dates for availability

Select from 84 homes, 196 cottages, and other vacation rentals in Dorchester to find one that's perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the amenities you need and want for your stay, which might include hot tub and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

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The friendly area of Dorchester awaits your stay

Enjoy the area's culture, history and museums and make a vacation rental your home during your stay in Dorchester. Well known for its bars, archaeology and coffeehouses, this welcoming city won't disappoint. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Dorchester

Are you hoping to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Dorchester a fun place to get away. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Warmwell Holiday Park Ski Slope (4.6 mi / 7.4 km)
  • SEA LIFE Centre Weymouth (5.9 mi / 9.5 km)
  • Abbotsbury Swannery (8 mi / 12.9 km)
  • Monkey World Ape Rescue Center (9.9 mi / 15.9 km)
  • Bridport and West Dorset Golf Club (13.3 mi / 21.4 km)
  • Charmouth Heritage Coast Centre (20.2 mi / 32.5 km)

Exploring the natural landscape of Dorchester

Whether you're an adventurous traveler or just want to appreciate the scenery, Dorchester is a great place to get out in nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city center:

  • Durdle Door (9.5 mi / 15.3 km)
  • Bowleaze Cove Beach (5.2 mi / 8.4 km)
  • Osmington Bay Beach (5.5 mi / 8.8 km)
  • Weymouth Beach (7 mi / 11.2 km)
  • Weymouth Harbour (7.2 mi / 11.5 km)
  • Weymouth Bay (7.5 mi / 12.1 km)

How to get to and around Dorchester

The nearest airport is in Bournemouth (BOH-Bournemouth Intl.), located 27 mi (43.5 km) from the city center.

If you prefer to travel by train, Dorchester West Station, Dorchester South Station and Moreton Station are the main stations in the area.

Frequently asked questions

What is the best area to stay in Dorchester when booking a vacation rental?
Puncknowle is among the more desired locations for a vacation home in Dorchester. Spend your getaway here to savor the relaxation and comfort that comes with having a place all to yourselves.
What is the most popular type of vacation rental accommodation in Dorchester?
According to our data, cottages are the most sought-after type of property in Dorchester. But as you might expect, everyone’s idea of an awesome trip will differ. Vrbo has vacation rentals of all sizes, shapes and budgets, and we’ll help you discover your perfect match.
How much does it cost to rent a vacation rental in Dorchester?
A number of factors determine the price of a vacation rental in Dorchester, such as the season, type of property and length of stay. Still, all Vrbo homes have one thing in common — excellent value. Just enter your travel dates to find your perfect match.
How much does it cost to rent a beach house in Dorchester?
Prices for beach houses in Dorchester can differ depending on the type and size of the property and when you plan to travel. Simply enter your travel dates into Vrbo and how many guests to view your options and prices. From there you can use our filter tool to refine your search by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Dorchester?
Pack a travel bag for the pooch in your life because Dorchester has 120 stays that throw open their doors to pets. Let your furriest pal join in on the family trip at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check our “Pets allowed” filter box.
Can I rent a house with a pool in Dorchester?
Grab your swimsuit and inflatable flamingo, because there are four houses with a private pool in Dorchester. Make a booking at one of these sought-after vacation rentals and you’ll enjoy pool days every day. Simply enter your dates into Vrbo, then check the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in Dorchester?
A barbecue grill, a garden and a nearby river head the list of most popular rental amenities in Dorchester. Whether you plan to travel solo, with a partner or as a family group, Vrbo will help you find a vacation rental that suits your tastes with all the features you’ll enjoy.
Are there large group vacation rentals in Dorchester?
With seven Dorchester vacation homes that can accommodate five or more people, you can bring a few extra buddies or family members along. Whether you’re planning an informal gathering or a celebratory event, Vrbo will help you find the ideal space to fit the occasion.
Are there vacation rentals in Dorchester that welcome kids?
Gather your whole family for an epic adventure in Dorchester at one of our 119 family-friendly vacation properties. Many of these stays offer amenities that are ideally suited to trips with the kids, like dining rooms, extra bedrooms and patios. Simply check the “Properties good for families” filter box and book your favorite.
What are the top attractions for families in Dorchester?
There are tons of amazing things to do and see with the family in Dorchester, including:

  • Maumbury Rings
  • Warmwell Holiday Park Ski Slope
  • Maiden Castle

Are there one-bedroom vacation rentals in Dorchester?
You can pick from three one-bedroom rentals in Dorchester. Whether you’re searching for a cozy chalet or an upmarket condo, Vrbo’s one-bedroom rentals are ideal if you don’t need loads of space. One of the perks of having your own place? You’ll never need to share your getaway with strangers.
Are there vacation rentals with WiFi in Dorchester?
Whether you’d like to keep up to date with the news, look over emails or update your social media, there are 28 vacation homes with WiFi in Dorchester. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Dorchester?
Dorchester has two vacation rentals where you can kick back in air-conditioned comfort. To book a stay on Vrbo featuring this perk, enter your desired travel dates and use the handy filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Dorchester?
The minimum age requirements can differ between properties on Vrbo, so be sure to look at the rules of the vacation home in Dorchester you’re interested in. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in Dorchester for?
The amount of time you can stay in a Dorchester vacation rental for differs depending on the property. Just put in your preferred travel dates to see options offering longer term stays. They have everything you need to make your extended break more convenient and enjoyable, like laundries and air conditioning. Some vacation homes may also offer weekly or monthly discounted prices, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in Dorchester?
In Dorchester, you’ll find some fantastic bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether it’s a mini escape or a much longer stay, we have a variety of options to suit your style.

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