Boston Holiday Rentals

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Our top choices for Boston holiday rentals

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. Will stay there next trip to see family. "
United States
Joyce P.
The price is NZ$352
includes taxes & fees
26 Mar - 27 Mar
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)
"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 NZ$316
includes taxes & fees
30 Mar - 31 Mar
Strip District Studio-Free Parking-Natural Light

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg
Lawrenceville
9.2 out of 10, Wonderful, (9 reviews)
"Great location and everything went great from check in to checkout. Would definitely stay again!"
United States
Erin R.
Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

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 NZ$483
includes taxes & fees
1 Apr - 2 Apr
Walk to BTV Winery | Near Corporate Offices

★ 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 NZ$301
includes taxes & fees
31 Mar - 1 Apr
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

461 Melwood Suites Unit 102 Studio

461 Melwood Suites Unit 102 Studio
2.0 star property
Oakland
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$472
includes taxes & fees
2 Apr - 3 Apr
461 Melwood Suites Unit 102 Studio

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.
The price is NZ$318
includes taxes & fees
26 Mar - 27 Mar
Not so tiny house with full kitchen & patio swing

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 NZ$640
includes taxes & fees
7 Apr - 8 Apr
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!

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 NZ$318
includes taxes & fees
26 Mar - 27 Mar
Lovely Strip District loft with free parking

Butler's heart!

Butler's heart!
Lawrenceville
9.0 out of 10, Wonderful, (28 reviews)
"Had everything we needed"
United States
Ted K.
The price is NZ$268
includes taxes & fees
26 Mar - 27 Mar
Butler's heart!

Best Location & Neighborhood (2.5 to Downtown PGH)

Best Location & Neighborhood (2.5 to Downtown PGH)
Dormont
9.6 out of 10, Exceptional, (47 reviews)
"Conveniently located to visit family."
United States
Carol S.
The price is NZ$452
includes taxes & fees
26 Mar - 27 Mar
Best Location & Neighborhood (2.5 to Downtown PGH)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Spacious 1-Bedroom Apartment In Pittsburgh (B1)
Friendship
9.6 out of 10, Exceptional, (38 reviews)
"Easy communication, lovely space, great location. We hope to stay here again!"
United States
Christina M.
The price is NZ$315
includes taxes & fees
31 Mar - 1 Apr
Spacious 1-Bedroom Apartment In Pittsburgh (B1)

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 NZ$349
includes taxes & fees
14 Apr - 15 Apr
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!

★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!
Upper Hill
9.6 out of 10, Exceptional, (17 reviews)
"The property was clean, spacious, and comfortable. Check in was easy and the host was easy to communicate with. "
United States
Jp P.
★ HostWise Stays ★ 2 Apartments in 1 - Great Privacy, Beautiful Space!

*New* Loft 3 min to CMU, Pitt Sleeps 4

*New* Loft 3 min to CMU, Pitt Sleeps 4
Oakland
9.8 out of 10, Exceptional, (17 reviews)
"The room was clean and there was free parking on the street pretty close by. We enjoyed our stay. "
United States
Jean M.
The price is NZ$289
includes taxes & fees
7 Apr - 8 Apr
*New* Loft 3 min to CMU, Pitt Sleeps 4

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 NZ$467
includes taxes & fees
31 Mar - 1 Apr
190.5 44th St. - Lawrenceville

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, (41 reviews)
"nice place to stay for a steelers weekend"
United States
Doris H.
The price is NZ$329
includes taxes & fees
31 Mar - 1 Apr
307 37th St · Lawrenceville Row House - Walk to Everything!

Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!

Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
Monongahela
10.0 out of 10, Exceptional, (13 reviews)
"The house was very spacious and cozy and Andres was very responsive to anything we needed. We loved our stay!"
United States
Marissa M.
The price is NZ$475
includes taxes & fees
30 Mar - 31 Mar
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!

Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
10.0 out of 10, Exceptional, (76 reviews)
"Those had everything available that we needed! House is in a beautiful location close to the Lookout on mount Washington!!"
United States
Jackie E.
The price is NZ$337
includes taxes & fees
5 Apr - 6 Apr
Urban Retreat with Garage on Mt. Washington

Beautiful Strip District Studio w/ Outdoor Loggia

Beautiful Strip District Studio w/ Outdoor Loggia
Strip District
9.8 out of 10, Exceptional, (45 reviews)
"This cozy apartment is perfect for weekend get aways! It is a walkable neighborhood close to everything the city has to offer. It is clean with the cutest furnishings. Adam is so easy to get in touch with and work with! Love this place. "
United States
Sue Ann M.
The price is NZ$316
includes taxes & fees
5 Apr - 6 Apr
Beautiful Strip District Studio w/ Outdoor Loggia
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$211 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.