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
$152 nightly
The price is $173
May 27 - May 28
Total with taxes and fees
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
$114 nightly
The price is $130
May 26 - May 27
Total with taxes and fees
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.
$177 nightly
The price is $195
May 19 - May 20
Total with taxes and fees
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.
$184 nightly
The price is $185
May 26 - May 27
Total with taxes and fees
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.
$194 nightly
The price is $195
May 28 - May 29
Total with taxes and fees
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.
$95 nightly
The price is $109
May 18 - May 19
Total with taxes and fees
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.
$189 nightly
The price is $190
May 18 - May 19
Total with taxes and fees
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.
$175 nightly
The price is $198
May 26 - May 27
Total with taxes and fees
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.
$192 nightly
The price is $212
Jun 2 - Jun 3
Total with taxes and fees
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
$463 nightly
The price is $528
Jun 2 - Jun 3
Total with taxes and fees
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.
$175 nightly
The price is $198
May 26 - May 27
Total with taxes and fees
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.
$184 nightly
The price is $185
May 20 - May 21
Total with taxes and fees
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.
$250 nightly
The price is $282
May 26 - May 27
Total with taxes and fees
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.
$225 nightly
The price is $255
May 18 - May 19
Total with taxes and fees
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.
$159 nightly
The price is $179
May 20 - May 21
Total with taxes and fees
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.
$433 nightly
The price is $490
May 18 - May 19
Total with taxes and fees
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.
$163 nightly
The price is $185
May 19 - May 20
Total with taxes and fees
★ 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
$165 nightly
The price is $187
Jun 7 - Jun 8
Total with taxes and fees
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.
$214 nightly
The price is $239
May 18 - May 19
Total with taxes and fees
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, (17 reviews)
"Great location, very clean, would definitely stay here again!"
United States
Jocelyn
$239 nightly
The price is $270
May 20 - May 21
Total with taxes and fees
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

Everything you need to know about Boston vacation rentals

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

Boston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Boston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $116 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston vacation 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 vacation.

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 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.