Photo by Lisa Morales

Dorchester holiday rentals

We found 1,390 holiday rentals — enter your dates for availability

Discover a selection of 37 homes, 71 apartments and other holiday rentals in Dorchester that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and Wi-Fi. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Dorchester

Showing deals for:27 Mar - 3 Apr

Image gallery for Spacious Triplex with Large backyard FreePrkg

Outdoor dining
9.2 out of 10, Wonderful, (7 reviews)
Wonderful
(7 reviews)

Spacious Triplex with Large backyard FreePrkg

Boston

8% off
Price is S$34,674
for 7 nights, 1 home
S$4,953 per night
includes taxes & fees
Spacious Triplex with Large backyard FreePrkg

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Dorchester?
The most sought-after types of holiday rentals in Dorchester are apartments. Prefer something different? Vrbo has many options to match our guests' requirements, so you'll see holiday homes in loads of shapes and sizes. The ideal home away from home is waiting for you — book yours today.
How much does it cost to rent a holiday rental in Dorchester?
The average price for a holiday home in Dorchester is determined by several factors, including property type, length of stay and time of year. Whether you're thinking about a sprawling villa with space for extended family or a cosy condo perfect for just you and the kids, just enter your travel dates to view stays with terrific value.
How much does it cost to rent a beach house in Dorchester?
When you travel and the style and size of the property will influence how much you'll pay for your beachside stay. Click on your Dorchester travel dates to see all your options on Vrbo. Did someone just say "private pool"? Use the filters to select the features and amenities you need.
Are there pet-friendly holiday rentals in Dorchester?
Pack a travel bag and a bone for your puppy dog because Dorchester has 47 holiday homes that put out the welcome mat to pets. Let your happy hound have fun with the family at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates and destination, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Dorchester?
Add a whole new level of fun to your trip by booking one of the five houses with a private pool in Dorchester. Use our search filter to find properties with pools on Vrbo, then spend carefree days splish-splashing around in a swimming pool that's just for you.
What are popular rental amenities in Dorchester?
When it comes to rental amenities that guests are looking for in Dorchester, nearby museums, a swimming pool and a nearby waterfront are the most popular. With Vrbo holiday homes, you'll enjoy choices to suit your taste and style, whether you're on a trip with family members, friends or even pets.
Are there large group holiday rentals in Dorchester?
With eight properties that can host 10 or more guests in Dorchester, you won't have to cross anyone off the invite list. From extended family holidays to events like Christmas and birthday parties, Vrbo will help you find a large group rental that fits the occasion.
Are there holiday rentals in Dorchester that welcome kids?
Bring the whole group together for fun-filled adventures in Dorchester at one of our 46 family-friendly holiday homes. These stays come with conveniences that are just perfect for getaways with the little ones, including full kitchens, extra bedrooms and entertainment units. Simply click on the "Properties good for families" filter box and pick out your favourite.
What are the top attractions for families in Dorchester?
Keeping the kids entertained during your stay in Dorchester is simple with these family-friendly attractions:

  • New England Aquarium
  • Museum of Science
  • Boston Tea Party Ship

Are there one-bedroom holiday rentals in Dorchester?
You'll find 16 one-bedroom properties in Dorchester to choose from. A one-bedroom holiday home is an excellent option if it's only two of you or if you're travelling on your own. Throw in more convenience, space and privacy compared to a hotel, and you're sure to have an unforgettable getaway.
Can I find two-bedroom holiday rentals in Dorchester?
Dorchester has 11 two-bedroom holiday properties that you can choose from. Book a holiday home with all the comfort and privacy you want at a price that's hard to resist on Vrbo.
Are there holiday rentals with WiFi in Dorchester?
Whether you'd like to stay in touch with the news, make a video call or update your social media, there are 13 holiday homes with WiFi in Dorchester. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Dorchester?
Decide on your travel dates and then use the filters to view holiday rentals with air conditioning in Dorchester on Vrbo. With 44 air-conditioned properties available here, you can enjoy a cool and comfortable trip.
How old do you have to be to rent a holiday rental in Dorchester?
The minimum age requirements can differ between properties on Vrbo, so check the rules of the holiday home in Dorchester you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Dorchester for?
The amount of time you can stay in a Dorchester holiday rental for depends on the property. Just enter your travel dates to find options offering extended stays. They feature the things you need to make your extended getaway more comfortable and convenient, such as kitchens and air conditioning. Some Vrbo holiday homes may also offer discounted weekly or monthly prices, so you can have a longer stay for less.

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