Holiday Rentals in Boston

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Our top choices for Boston holiday rentals

Pet-Friendly Stay for Wine Lovers & Event Goers

Pet-Friendly Stay for Wine Lovers & Event Goers
Hunker
10.0 out of 10, Exceptional, (8 reviews)
"Nice property. Responsive owners. Would stay here again."
United States
Ed L.
The price is €266
includes taxes & fees
16 Feb - 17 Feb
Pet-Friendly Stay for Wine Lovers & Event Goers

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
3.0 star property
Mount Washington
9.4 out of 10, Exceptional, (3 reviews)
"Perfect for our needs"
United States
Barbara
The price is €393
includes taxes & fees
16 Feb - 17 Feb
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (73 reviews)
"Everything was perfect. Will stay there next trip to see family. "
United States
Joyce P.
The price is €164
includes taxes & fees
15 Feb - 16 Feb
Cozy Studio with Unique Charm in Private Setting

Strip District Studio-Free Parking-Natural Light

Strip District Studio-Free Parking-Natural Light
Strip District
9.4 out of 10, Exceptional, (26 reviews)
"Spacious. Great kitchen. Very homey and convenient. The host was incredibly attentive. I. Loved the shower. "
United States
Dede A.
The price is €160
includes taxes & fees
16 Feb - 17 Feb
Strip District Studio-Free Parking-Natural Light

Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (28 reviews)
"Excellent location. Very clean and well kept apartment. "
United States
George & Audrey U.
The price is €160
includes taxes & fees
15 Feb - 16 Feb
Lovely Strip District loft with free parking

CozySuites at Lawrenceville

CozySuites at Lawrenceville
3.5 star property
Lawrenceville
7.6 out of 10, Good, (4 reviews)
"Overall, the stay was comfortable, but check-in was a bit challenging. The arrival instructions seemed geared toward guests arriving by car, and there weren’t clear directions for those using rideshare or public transportation. It also would have been helpful to have the exact building address rather than just the complex name, as that made navigation more difficult on arrival. Clarifying these details would make the experience smoother for future guests."
United States
Victoria
The price is €178
includes taxes & fees
4 Mar - 5 Mar
CozySuites at Lawrenceville

★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home
Lawrenceville
10.0 out of 10, Exceptional, (4 reviews)
"Great location! Very clean, street is super quiet"
United States
Daryll J.
The price is €149
includes taxes & fees
17 Feb - 18 Feb
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

Melwood Suites Unit 106 Studio

Melwood Suites Unit 106 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (3 reviews)
"Best stay ever! And I’ve been many places. "
United States
Malcolm
The price is €167
includes taxes & fees
18 Feb - 19 Feb
Melwood Suites Unit 106 Studio

307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!
Lawrenceville
9.4 out of 10, Exceptional, (40 reviews)
"We loved staying here! The unit was in a quiet and safe location, it was clean and spacious, and had everything we needed. I would highly recommend it. "
United States
Melissa S.
The price is €188
includes taxes & fees
16 Mar - 17 Mar
307 37th St · Lawrenceville Row House - Walk to Everything!

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
South Park
10.0 out of 10, Exceptional, (36 reviews)
"The lily pad was very clean and comfortable! There’s a nice porch with a pond, thanks for being a great host!"
United States
Jamie G.
The price is €164
includes taxes & fees
15 Feb - 16 Feb
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

Butler's heart!

Butler's heart!
Lawrenceville
9.0 out of 10, Wonderful, (26 reviews)
"Cute little apartment . Served our needs and would stay here again."
United States
Tami D.
The price is €136
includes taxes & fees
15 Feb - 16 Feb
Butler's heart!

🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙

🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙
North Side
9.2 out of 10, Wonderful, (75 reviews)
"We absolutely loved our stay, hosts were amazing, the property architecture is beautiful, super convenient to downtown and spectacular views. We will definitely be back. We even stayed extra days, truly didn’t want to leave. "
United States
Kriston
The price is €183
includes taxes & fees
15 Feb - 16 Feb
🏰Warren Castle🏰 - Breathtaking Views of Pittsburgh 💙

Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!
Plum
10.0 out of 10, Exceptional, (16 reviews)
"It was a very nice property, very clean, great neighborhood and area."
United States
A. Ben K.
The price is €253
includes taxes & fees
15 Feb - 16 Feb
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
10.0 out of 10, Exceptional, (72 reviews)
"Perfect location, cozy and comfortable, well stocked. "
United States
Mary D.
The price is €151
includes taxes & fees
16 Feb - 17 Feb
Urban Retreat with Garage on Mt. Washington

Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks
North Side
9.8 out of 10, Exceptional, (61 reviews)
"Lisa is a great host anf the house is really nice. The big plus for us and why we picked this house is the big fenced in yard, our fur babies loved it. The location is great as well, close to all the fun stuff in Pittsburgh. We highly recommend Lisa and her rental!"
United States
Charles
The price is €165
includes taxes & fees
16 Feb - 17 Feb
Cozy escape close to downtown, stadiums & parks

Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (56 reviews)
"Very easy to get to off of the highway. Nice and cozy home with all the necessities you should need. Lovely welcome committee out front to say hello. The place was clean and nicely organized."
United States
Kathleen C.
The price is €154
includes taxes & fees
26 Feb - 27 Feb
Explore Pittsburgh from a Modern, Hip Bungalow

190.5 44th St. - Lawrenceville

190.5 44th St. - Lawrenceville
Lawrenceville
10.0 out of 10, Exceptional, (15 reviews)
"Great location, very clean, would definitely stay here again!"
United States
Jocelyn
The price is €233
includes taxes & fees
17 Feb - 18 Feb
190.5 44th St. - Lawrenceville

Beautiful Strip District Studio w/ Outdoor Loggia

Beautiful Strip District Studio w/ Outdoor Loggia
Strip District
9.8 out of 10, Exceptional, (45 reviews)
"My husband and I enjoyed our stay! The outdoor area is wonderful too! "
United States
Heather S.
The price is €160
includes taxes & fees
15 Feb - 16 Feb
Beautiful Strip District Studio w/ Outdoor Loggia

Not so tiny house with full kitchen & patio swing

Not so tiny house with full kitchen & patio swing
Garfield
9.6 out of 10, Exceptional, (63 reviews)
"Great location. "
United States
Matthew R.
The price is €160
includes taxes & fees
15 Feb - 16 Feb
Not so tiny house with full kitchen & patio swing

*New* Loft 3 min to Local hospitals Sleeps 4

*New* Loft 3 min to Local hospitals Sleeps 4
Oakland
9.8 out of 10, Exceptional, (14 reviews)
"Very nice place."
United States
Hugh P.
The price is €146
includes taxes & fees
16 Feb - 17 Feb
*New* Loft 3 min to Local hospitals Sleeps 4
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, apart-hotels, 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 €120 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 Luxury 4 Br House: This holiday home rental outside of Boston has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.