Boston Vacation Rentals

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Our top choices for Boston vacation rentals

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, (104 reviews)
"Great place to stay."
United States
Jennifer
The price is CA $212
CA $241 total
includes taxes & fees
May 28 - May 29
Placemakr Downtown Pittsburgh at The Pennsylvanian

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 CA $155
CA $177 total
includes taxes & fees
May 18 - May 19
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, (79 reviews)
"What a wonderful and cozy hideaway. We absolutely loved it. The host had all the amenities you could ask for. "
United States
Laurie K.
The price is CA $167
CA $269 total
includes taxes & fees
May 28 - May 29
Cozy Studio with Unique Charm in Private Setting

Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (34 reviews)
"Great location and really nice property."
United States
Tracy H.
The price is CA $184
CA $297 total
includes taxes & fees
May 25 - May 26
Lovely Strip District loft with free parking

Strip District Studio-Free Parking-Natural Light

Strip District Studio-Free Parking-Natural Light
Strip District
9.2 out of 10, Wonderful, (27 reviews)
"Great little place for my husband and I to stay during our quick trip. Comfy Murphy bed, nice rain shower with good water pressure. Although we only got takeout, full kitchen available with everything you would need. Would stay again! "
United States
Lauren O.
The price is CA $162
CA $271 total
includes taxes & fees
May 28 - May 29
Strip District Studio-Free Parking-Natural Light

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
Lawrenceville
9.4 out of 10, Exceptional, (11 reviews)
"Great location and everything went great from check in to checkout. Would definitely stay again!"
United States
Erin R.
The price is CA $103
CA $150 total
includes taxes & fees
May 18 - May 19
Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

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, (43 reviews)
"nice place to stay for a steelers weekend"
United States
Doris H.
The price is CA $113
CA $266 total
includes taxes & fees
May 18 - May 19
307 37th St · Lawrenceville Row House - Walk to Everything!

The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (7 reviews)
"Great place and an awesome host!"
United States
John B.
The price is CA $144
CA $274 total
includes taxes & fees
May 26 - May 27
The Upper Room

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, (39 reviews)
"The cabin was absolutely adorable, cozy, clean and welcoming. And the Hosts were extremely kind and accommodating. They really went out of their way to make our stay special. Would 100% stay here again and hope to in the future!"
United States
Alex S.
The price is CA $186
CA $293 total
includes taxes & fees
Jun 2 - Jun 3
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

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 CA $220
CA $725 total
includes taxes & fees
Jun 2 - Jun 3
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

The Light Room

The Light Room
McKeesport
9.6 out of 10, Exceptional, (9 reviews)
"Everything was great!!"
United States
Jason B.
The price is CA $144
CA $274 total
includes taxes & fees
Jun 7 - Jun 8
The Light Room

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, (66 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.
The price is CA $149
CA $259 total
includes taxes & fees
May 20 - May 21
Not so tiny house with full kitchen & patio swing

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, (23 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 CA $222
CA $390 total
includes taxes & fees
May 28 - May 29
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

Best Location & Neighborhood (2.5 to Downtown PGH)

Best Location & Neighborhood (2.5 to Downtown PGH)
Dormont
9.6 out of 10, Exceptional, (52 reviews)
"Great location and excellent place."
United States
Salika F.
The price is CA $172
CA $356 total
includes taxes & fees
May 18 - May 19
Best Location & Neighborhood (2.5 to Downtown PGH)

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay in the Friendship area of Pittsburgh. The apartment was exactly as pictured and was very clean and within walking distance of Penn St. which made getting everywhere convenient!"
United States
Kimberly N.
The price is CA $80
CA $247 total
includes taxes & fees
May 18 - May 19
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

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, (51 reviews)
"Very clean house with plenty of space for our family. We had our family Christmas here and it was cozy and wonderful."
United States
Christy M.
The price is CA $212
CA $683 total
includes taxes & fees
May 18 - May 19
NFL Draft + VIP Fan Basecamp + Close to Acrisure + Gym + Game Room + 2 King Beds

★ 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, (5 reviews)
"Great location! Very clean, street is super quiet"
United States
Daryll J.
The price is CA $108
CA $256 total
includes taxes & fees
May 19 - May 20
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (65 reviews)
"Everything was great"
United States
Daniel
The price is CA $96
CA $257 total
includes taxes & fees
Jun 7 - Jun 8
Explore Pittsburgh from a Modern, Hip Bungalow

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, (51 reviews)
"Great space and size! "
United States
Maddy C.
The price is CA $157
CA $332 total
includes taxes & fees
May 18 - May 19
Industrial Loft 3 min to Hillman Cancer Center Sleeps 6

190.5 44th St. - Lawrenceville

190.5 44th St. - Lawrenceville
Lawrenceville
10.0 out of 10, Exceptional, (16 reviews)
"Great location, very clean, would definitely stay here again!"
United States
Jocelyn
The price is CA $155
CA $378 total
includes taxes & fees
May 20 - May 21
190.5 44th St. - Lawrenceville
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Boston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Boston?

Yes, we give you a choice of vacation rentals in Boston close to Northeast Paddleboard Company, or you can go with a more secluded option if you're looking for extra privacy while you relax.

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

Stylish 4Bdr Loft Home, North Shore, City Skyline: Visitors like this Boston vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 larger area, you’ll find popular places like PPG Paints Arena and PNC Park.

What are vacation rentals like in Boston?

Vacation rentals are privately owned properties you can stay in for several days or more in Boston. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for small groups.