Boston Vacation Rentals

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In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Boston vacation rentals

Property entrance
Beacon Vlei Guest Farm

Cottage in Balgowan

Beacon Vlei Guest Farm
3.5 star property
9.2 out of 10, Wonderful, (14)
"Beautiful view of the dam, and the rustic but well-kept property adds to the charm of a relaxing weekend getaway. Huge thanks to Alex for being flexible in accommodating us for the lovely breakfast!"
United States
Anonymous traveler
Beacon Vlei Guest Farm
Exterior
AfriCamps at Gowan Valley - Glamping

Camping in Balgowan

AfriCamps at Gowan Valley - Glamping
2.0 star property
9.4 out of 10, Exceptional, (8)
"Clean and comfortable accommodation. Great breakfast and braai packs."
South Africa
Anonymous traveler
$151 nightly
The price is $175
Jan 11 - Jan 12, 2026
Total with taxes and fees
AfriCamps at Gowan Valley - Glamping
Exterior detail
Biggy Best Cottages

Cottage in Howick

Biggy Best Cottages
3.5 star property
7.4 out of 10, Good, (12)
"Lovely bed and breakfast."
South Africa
Cheyne
$64 nightly
The price is $75
Jan 3 - Jan 4, 2026
Total with taxes and fees
Biggy Best Cottages
Front of property
Millgate Cottage

Vacation Home in Lidgetton West

Millgate Cottage
3.0 star property
3.0 out of 10, (2)
"I was disappointed with my stay at Millgate. No shower, fan or heater was not working. TV has limited channels. Cutlery not sufficient"
South Africa
IA
$66 nightly
The price is $66
Jan 7 - Jan 8, 2026
Total with taxes and fees
Millgate Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Boston Hotel Reviews

Arum Hill Lodge

Arum Hill Lodge

10/10 Excellent
"Yes"
Theresa 1-night trip
Posted 1 month ago
Arum Hill Lodge

Find out more about Boston

Everything you need to know about Boston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Boston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Boston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $64 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Boston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Boston?

Yes, you can find vacation rentals close to well known points of interest in Boston, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Boston has to offer?

Millgate Cottage: This vacation home rental outside of Boston is located in a rural location and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and an electric kettle. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Boston?

While you're exploring the area, Stormy Hill horse trails and Marutswa Forest Trail and Boardwalk are a couple of picturesque spots to get outside and enjoy nature. Midmar Dam and Michaelhouse Nature Reserve are a couple of places you'll find in the larger area.

What’s a vacation rental in Boston like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Boston. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.