Holiday Rentals in Boston

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Our top choices for Boston holiday rentals

Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.6 out of 10, Exceptional, (41 reviews)
"Spotless, amazing stay"
United States
Carlos
The price is €119
includes taxes & fees
1 Apr - 2 Apr
Melwood Suites Unit 107 Studio

Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (77 reviews)
"Everything was perfect. Our host was fantastic. We plan on staying there fir future visits. "
United States
Theresa F.
The price is €182
includes taxes & fees
1 Apr - 2 Apr
Cozy Studio with Unique Charm in Private Setting

Walk to BTV Winery | Near Corporate Offices

Walk to BTV Winery | Near Corporate Offices
Hunker
10.0 out of 10, Exceptional, (9 reviews)
"Nice property. Responsive owners. Would stay here again."
United States
Ed L.
The price is €245
includes taxes & fees
1 Apr - 2 Apr
Walk to BTV Winery | Near Corporate Offices

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.4 out of 10, Very good, (81 reviews)
"Best place I have stayed in Pittsburgh "
United States
Kevin
The price is €173
includes taxes & fees
5 Apr - 6 Apr
Placemakr Downtown Pittsburgh at The Pennsylvanian

The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!

The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!
Bethel Park
9.6 out of 10, Exceptional, (22 reviews)
"Lovely neighborhood!"
United States
Shannon H.
The price is €351
includes taxes & fees
1 Apr - 2 Apr
The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!

Best Location & Neighborhood (2.5 to Downtown PGH)

Best Location & Neighborhood (2.5 to Downtown PGH)
Dormont
9.6 out of 10, Exceptional, (48 reviews)
"Great location and excellent place."
United States
Salika F.
The price is €249
includes taxes & fees
1 Apr - 2 Apr
Best Location & Neighborhood (2.5 to Downtown PGH)

Brand New ★ Prime Location ★ Exposed Brick Beauty!

Brand New ★ Prime Location ★ Exposed Brick Beauty!
Lawrenceville
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful space right in Lawrenceville, easy access to downtown Pittsburgh. We had a great time and would stay again!"
United States
Alex S.
The price is €195
includes taxes & fees
2 Apr - 3 Apr
Brand New ★ Prime Location ★ Exposed Brick Beauty!

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, (37 reviews)
"This cabin was in the perfect location, is wonderfully cozy and super quiet. We came in from Maine and Indiana. The cabin was easy to find, easy to access and perfect for our needs. Even saw 2 deer in the field right outside the windows! Thank you for an excellent stay!"
United States
Todd M.
The price is €182
includes taxes & fees
1 Apr - 2 Apr
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home
3.0 star property
West Mifflin
Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

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, (42 reviews)
"nice place to stay for a steelers weekend"
United States
Doris H.
The price is €168
includes taxes & fees
1 Apr - 2 Apr
307 37th St · Lawrenceville Row House - Walk to Everything!

2 Bedroom Downtown Apt Clean and Safe

2 Bedroom Downtown Apt Clean and Safe
2.0 star property
Downtown Pittsburgh
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 €112
includes taxes & fees
1 Apr - 2 Apr
2 Bedroom Downtown Apt Clean and Safe

Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (30 reviews)
"Great location and really nice property."
United States
Tracy H.
The price is €164
includes taxes & fees
6 Apr - 7 Apr
Lovely Strip District loft with free parking

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, (21 reviews)
"Our stay was great, and the place was just as described. Would stay again in the future!"
United States
Amanda W.
The price is €245
includes taxes & fees
13 Apr - 14 Apr
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (26 reviews)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
The price is €313
includes taxes & fees
1 Apr - 2 Apr
Hydee's Hideaway

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 €320
includes taxes & fees
8 Apr - 9 Apr
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

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, (64 reviews)
"Easy to get to on quiet street. It was nice place stocked with needed necessities for our short stay. Really enjoyed the property and will book again when we come back!"
United States
Andrew F.
Not so tiny house with full kitchen & patio swing

Industrial Loft 3 min to Hillman Cancer Center Sleeps 6

Industrial Loft 3 min to Hillman Cancer Center Sleeps 6
Oakland
9.6 out of 10, Exceptional, (50 reviews)
"Great space and size! "
United States
Maddy C.
The price is €207
includes taxes & fees
1 Apr - 2 Apr
Industrial Loft 3 min to Hillman Cancer Center Sleeps 6

NFL Draft + VIP Fan Basecamp + Close to Acrisure + Gym + Game Room + 2 King Beds

NFL Draft + VIP Fan Basecamp + Close to Acrisure + Gym + Game Room + 2 King Beds
North Side
9.8 out of 10, Exceptional, (49 reviews)
"Very nice home, it is setup well and the host is very accommodating."
United States
Lenny B.
The price is €422
includes taxes & fees
1 Apr - 2 Apr
NFL Draft + VIP Fan Basecamp + Close to Acrisure + Gym + Game Room + 2 King Beds

Yinz Retreat, Above the City Home

Yinz Retreat, Above the City Home
3.0 star property
North Side
10.0 out of 10, Exceptional, (1 review)
"Great place to stay at, loved the ambiance, the view of the city was amazing. It is spacious, and the top floor is great for adults and kids to just hang out in. Would definitely book again when we come back out here. "
United States
MIGUEL
The price is €560
includes taxes & fees
1 Apr - 2 Apr
Yinz Retreat, Above the City Home

424 Gold Way-Apt. 302

424 Gold Way-Apt. 302
3.5 star property
Oakland
9.8 out of 10, Exceptional, (23 reviews)
"Property has everything you need. Great food and coffee within walking distance "
United States
Tracy
The price is €187
includes taxes & fees
7 Apr - 8 Apr
424 Gold Way-Apt. 302
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 €95 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?

Urban Retreat with Garage on Mt. Washington: This holiday home rental outside of Boston is located near skiing, and has a balcony, a private garden and air conditioning to put you at ease 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.