Boston Holiday Rentals

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Our top choices for Boston holiday rentals

10.0 out of 10, Exceptional, (8 reviews)
"The hosts are gracious and available. The home is well-maintained and they have done a great job in providing instructions for the house and the online guide to the area was greatly appreciated. "
United States
Bo N.
The price is NZ$552
includes taxes & fees
12 Jan - 13 Jan
Steps to Bella Terra | Pet Friendly | Fire Pit
4.0 star property
7.8 out of 10, Good, (51 reviews)
"Rooms were great and the location was perfect!"
United States
Douglas
The price is NZ$265
includes taxes & fees
19 Jan - 20 Jan
Placemakr Downtown Pittsburgh at The Pennsylvanian

Apartment in Oakland

424-Apt 304
3.5 star property
9.2 out of 10, Wonderful, (12 reviews)
"Love the location nicely done Will return "
United States
Lamont
The price is NZ$324
includes taxes & fees
18 Jan - 19 Jan
424-Apt 304
10.0 out of 10, Exceptional, (72 reviews)
"Everything was perfect. Will stay there next trip to see family. "
United States
Joyce P.
The price is NZ$362
includes taxes & fees
18 Jan - 19 Jan
Cozy Studio with Unique Charm in Private Setting
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Property manage me were very responsive. We added one more night close to our stay because we realize our flight was arriving super early, so we reached out, problem solved. Also, we got good recommendations on what’s around the area to eat and local sight seeing places not promoted on the internet. Overall, best customer services all around"
United States
Steve
The price is NZ$476
includes taxes & fees
13 Jan - 14 Jan
461 Melwood Suites Unit 102 Studio

Villa in Lawrenceville

190.5 44th St. - Lawrenceville
10.0 out of 10, Exceptional, (15 reviews)
"Great location, very clean, would definitely stay here again!"
United States
Jocelyn
The price is NZ$476
includes taxes & fees
19 Jan - 20 Jan
190.5 44th St. - Lawrenceville
3.5 star property
9.0 out of 10, Wonderful, (11 reviews)
"Great stay great place"
United States
Jill
The price is NZ$338
includes taxes & fees
20 Jan - 21 Jan
424 Gold Way-Apt 402, 2 Bed/1Bath
3.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Perfect for our needs"
United States
Barbara
The price is NZ$559
includes taxes & fees
20 Jan - 21 Jan
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
10.0 out of 10, Exceptional, (35 reviews)
"Fantastic place, exactly what I was looking for, thank you!"
United States
Matthew
The price is NZ$337
includes taxes & fees
18 Jan - 19 Jan
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
2.0 star property
9.8 out of 10, Exceptional, (11 reviews)
"was a great place and quiet neighborhood"
United States
Marlene V.
The price is NZ$437
includes taxes & fees
23 Jan - 24 Jan
*New* *Unique* 2b/2b sleeps 8 in North Oakland!

Apartment in Downtown Pittsburgh

2 Bedroom Downtown Apt Clean and Safe
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"I enjoyed the location very much. It was so easy to get to, everything was walking distance and the view was gorgeous. The rooms were tidy with comfortable furniture and smelled pleasant. I plan on trying to stay here anytime i am in the city. "
United States
Michael
The price is NZ$211
includes taxes & fees
18 Jan - 19 Jan
2 Bedroom Downtown Apt Clean and Safe

Holiday Home in North Side

Modern and Spacious House
2.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Very clean, spacious, and easy parking"
United States
Jessica and Jeff S.
The price is NZ$541
includes taxes & fees
14 Jan - 15 Jan
Modern and Spacious House
10.0 out of 10, Exceptional, (4 reviews)
"We had a very good stay at this cozy unit. Great location close to all of the best attraction in Lawerenceville. Very clean, and overall a great place for the price."
United States
Todd B.
The price is NZ$374
includes taxes & fees
13 Jan - 14 Jan
This apartment is a 2 bedroom(s), 1 bathrooms, located in Pittsburgh, PA.
10.0 out of 10, Exceptional, (15 reviews)
"We had to stay after my daughter’s surgery and Shelly was wonderful. There were snacks and water for us. It was clean and inviting."
United States
heather m.
The price is NZ$474
includes taxes & fees
12 Jan - 13 Jan
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

Apartment in Downtown Pittsburgh

Abode Pittsburgh - Downtown Convention Center
3.5 star property
7.6 out of 10, Good, (87 reviews)
"Good location, clean place. Was affordable. Perfect for our guys weekend, with the 3 of us. "
United States
Michael
The price is NZ$281
includes taxes & fees
13 Jan - 14 Jan
Abode Pittsburgh - Downtown Convention Center
9.4 out of 10, Exceptional, (28 reviews)
"Clean property, easy access to The Waterfront. The Host was very responsive and helpful. 10/10 would recommend. "
United States
Phillip M.
Beautiful 3BR Home with Cozy Front & Back Porches!
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Communication was great. A bit unsure of the neighborhood. Entrance and stairwell were questionable, but the apartment was fantastic!"
United States
Laurie B.
The price is NZ$268
includes taxes & fees
13 Jan - 14 Jan
City view • 2 BEDS • Free Parking • City Hub

Apartment in Swissvale

Hydee's Hideaway
10.0 out of 10, Exceptional, (25 reviews)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
The price is NZ$627
includes taxes & fees
13 Jan - 14 Jan
Hydee's Hideaway

Apartment in South Side Flats

Cozy&Modern 2Bdr Apt PIttsburgh
2.0 star property
10.0 out of 10, Exceptional, (10 reviews)
"Great spot!"
United States
Kevin D.
The price is NZ$212
includes taxes & fees
13 Jan - 14 Jan
Cozy&Modern 2Bdr Apt PIttsburgh
10.0 out of 10, Exceptional, (4 reviews)
"Great location! Very clean, street is super quiet"
United States
Daryll J.
The price is NZ$300
includes taxes & fees
13 Jan - 14 Jan
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home
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

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$203 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?

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.: This holiday home rental outside of Boston is in a rural location, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 PNC Park and Kennywood.

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.