Boston Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Boston holiday rentals

Free WiFi

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 HK$835
HK$952 total
includes taxes & fees
15 Apr - 16 Apr
Melwood Suites Unit 107 Studio
Property grounds

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 HK$1,019
HK$1,601 total
includes taxes & fees
8 Apr - 9 Apr
Cozy Studio with Unique Charm in Private Setting
2 bedrooms, desk, iron/ironing board, free WiFi

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 HK$705
HK$2,224 total
includes taxes & fees
2 Apr - 3 Apr
Walk to BTV Winery | Near Corporate Offices
Exterior

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, (83 reviews)
"Great place to stay."
United States
Jennifer
The price is HK$1,372
HK$1,564 total
includes taxes & fees
5 Apr - 6 Apr
Placemakr Downtown Pittsburgh at The Pennsylvanian
Fridge, microwave, oven, stovetop

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 HK$1,531
HK$3,198 total
includes taxes & fees
2 Apr - 3 Apr
The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!
Exterior detail

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 HK$1,175
HK$2,245 total
includes taxes & fees
2 Apr - 3 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 HK$706
HK$1,633 total
includes taxes & fees
2 Apr - 3 Apr
Brand New ★ Prime Location ★ Exposed Brick Beauty!
Exterior

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)
"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 HK$1,019
HK$1,601 total
includes taxes & fees
8 Apr - 9 Apr
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
Living area

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
Interior

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 HK$646
HK$1,480 total
includes taxes & fees
15 Apr - 16 Apr
307 37th St · Lawrenceville Row House - Walk to Everything!
2 bedrooms

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 HK$766
HK$1,014 total
includes taxes & fees
6 Apr - 7 Apr
2 Bedroom Downtown Apt Clean and Safe
Living area

Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (31 reviews)
"Great location and really nice property."
United States
Tracy H.
The price is HK$846
HK$1,445 total
includes taxes & fees
5 Apr - 6 Apr
Lovely Strip District loft with free parking
Terrace/patio

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 HK$1,332
HK$2,272 total
includes taxes & fees
13 Apr - 14 Apr
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!
Dining

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 HK$1,058
HK$2,839 total
includes taxes & fees
2 Apr - 3 Apr
Hydee's Hideaway
Interior

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 HK$564
HK$2,856 total
includes taxes & fees
5 Apr - 6 Apr
Dog-friendly Pittsburgh Home, 3 Mi to Downtown!
Fridge, oven, stovetop, dishwasher

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 HK$846
HK$1,445 total
includes taxes & fees
5 Apr - 6 Apr
Not so tiny house with full kitchen & patio swing
TV, offices

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 HK$894
HK$1,835 total
includes taxes & fees
13 Apr - 14 Apr
Industrial Loft 3 min to Hillman Cancer Center Sleeps 6
Fridge, microwave, oven, stovetop

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 HK$1,206
HK$3,858 total
includes taxes & fees
5 Apr - 6 Apr
NFL Draft + VIP Fan Basecamp + Close to Acrisure + Gym + Game Room + 2 King Beds
Private kitchen

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 HK$1,506
HK$4,715 total
includes taxes & fees
9 Apr - 10 Apr
Yinz Retreat, Above the City Home
Front of property

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 HK$1,050
HK$1,688 total
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

Homewood Suites by Hilton Pittsburgh Downtown

Homewood Suites by Hilton Pittsburgh Downtown

10/10 Excellent
"Great area for food and shopping, very kind staff, and clean rooms! Pool was also peaceful, and the breakfast was legit the best hotel breakfast I’ve had so far!! surpasses 10/10!!"
Samantha 3-night trip
Posted 8 hours ago
Homewood Suites by Hilton Pittsburgh Downtown

Find out more about Boston

Search for holiday rentals in Boston on Expedia! You can easily find your home rentals, villas, holiday apartments in Boston using one of the methods below:

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Look no further and take a look at our great range of rental properties in Boston!

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.