Boston Holiday Rentals

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Holiday Rentals in Boston

Our top choices for Boston holiday rentals

Wyndham Grand Pittsburgh Downtown

3.5 star property
8.2 out of 10, Very good, (3057)
"Great stay"
The price is NZ$294
includes taxes & fees
13 Oct - 14 Oct
Wyndham Grand Pittsburgh Downtown

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (1367)
"Great hotel in a great location. "
The price is NZ$251
includes taxes & fees
29 Sept - 30 Sept
Joinery Hotel Pittsburgh, Curio Collection by Hilton

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4.0 star property
8.2 out of 10, Very good, (1016)
"Great place"
The price is NZ$246
includes taxes & fees
29 Sept - 30 Sept
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

Omni William Penn Hotel

4.0 star property
9.0 out of 10, Wonderful, (1694)
"Excellent place to stay"
The price is NZ$357
includes taxes & fees
29 Sept - 30 Sept
Omni William Penn Hotel

The Landing Hotel at Rivers Casino

2.0 star property
9.4 out of 10, Exceptional, (1085)
"This property is in a great location, clean and the staff was extremely helpful."
The price is NZ$348
includes taxes & fees
30 Sept - 1 Oct
The Landing Hotel at Rivers Casino

Homewood Suites by Hilton Pittsburgh Downtown

3.0 star property
9.2 out of 10, Wonderful, (1366)
"Was good, would stay again :)"
The price is NZ$257
includes taxes & fees
29 Sept - 30 Sept
Homewood Suites by Hilton Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3.0 star property
9.0 out of 10, Wonderful, (1080)
"Great location to stadium "
The price is NZ$279
includes taxes & fees
5 Oct - 6 Oct
Hilton Garden Inn Pittsburgh Downtown

DoubleTree by Hilton Pittsburgh - Green Tree

4.0 star property
8.0 out of 10, Very good, (1023)
"Great hotel, even better location!"
The price is NZ$203
includes taxes & fees
19 Oct - 20 Oct
DoubleTree by Hilton Pittsburgh - Green Tree

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 star property
9.4 out of 10, Exceptional, (1236)
"Awesome stay "
The price is NZ$354
includes taxes & fees
28 Sept - 29 Sept
Kimpton Hotel Monaco Pittsburgh by IHG

Cambria Hotel Pittsburgh - Downtown

3.0 star property
8.0 out of 10, Very good, (1064)
"Great place "
The price is NZ$219
includes taxes & fees
28 Sept - 29 Sept
Cambria Hotel Pittsburgh - Downtown

TRYP by Wyndham Pittsburgh/Lawrenceville

3.0 star property
8.6 out of 10, Excellent, (939)
"Great place!!"
The price is NZ$210
includes taxes & fees
20 Oct - 21 Oct
TRYP by Wyndham Pittsburgh/Lawrenceville

Comfort Inn and Suites

2.5 star property
8.6 out of 10, Excellent, (1011)
"This is second time we are staying here and it’s really good "
The price is NZ$173
includes taxes & fees
6 Oct - 7 Oct
Comfort Inn and Suites

Pittsburgh Marriott City Center

3.5 star property
8.0 out of 10, Very good, (1016)
"Great place to stay and eat. "
The price is NZ$312
includes taxes & fees
5 Oct - 6 Oct
Pittsburgh Marriott City Center

Sheraton Pittsburgh Hotel at Station Square

3.5 star property
8.8 out of 10, Excellent, (1024)
"Wonderful for a quick family overnight stay! The hotel was in great condition, had wonderful amenities, and the staff was great! "
The price is NZ$313
includes taxes & fees
28 Sept - 29 Sept
Sheraton Pittsburgh Hotel at Station Square

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

2.5 star property
7.2 out of 10, Good, (1022)
"Close to UPMC Mercy Hospital. Very clean, comfortable bed, very friendly staff. "
The price is NZ$161
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Etage Executive Living

3.5 star property
9.2 out of 10, Wonderful, (1392)
"Wonderful stay!"
The price is NZ$328
includes taxes & fees
24 Sept - 25 Sept
Etage Executive Living

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

2.5 star property
8.6 out of 10, Excellent, (1038)
"It was a great stay, very clean! "
The price is NZ$181
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

Courtyard by Marriott Pittsburgh University Center

3.5 star property
8.8 out of 10, Excellent, (449)
"Amazing front desk staff, great location"
The price is NZ$301
includes taxes & fees
29 Sept - 30 Sept
Courtyard by Marriott Pittsburgh University Center

Drury Plaza Hotel Pittsburgh Downtown

3.0 star property
9.6 out of 10, Exceptional, (2036)
"Great stay!"
The price is NZ$231
includes taxes & fees
28 Sept - 29 Sept
Drury Plaza Hotel Pittsburgh Downtown

Hyatt Place Pittsburgh-North Shore

3.0 star property
8.8 out of 10, Excellent, (1032)
"Great hotel "
The price is NZ$254
includes taxes & fees
24 Sept - 25 Sept
Hyatt Place Pittsburgh-North Shore
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

Find out more about Boston

Find out more about Boston

Everything you need to know about Boston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Boston holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston holiday rentals we have selected for you start as low as NZ$201 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Boston?

Yes, there are holiday rentals in Boston close to Northeast Paddleboard Company, or you can select a more secluded option if you're looking for a relaxing stay.

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

Stylish & Central 3BD Home Pittsburgh/North Side: This holiday home rental outside of Boston has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Boston?

Family-friendly attractions include Northeast Paddleboard Company, whereas Youghiogheny River is a spot to enjoy the outdoors. In the wider area, you’ll find popular places such as PPG Paints Arena and PNC Park.

What are holiday rentals like in Boston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boston. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for small groups.