Boston Holiday Rentals

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Our top choices for Boston holiday rentals

The Concord Hotel

The Concord Hotel
2.0 star property
South End
The price is NZ$577
includes taxes & fees
17 June - 18 June
The Concord Hotel

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
8.0 out of 10, Very good, (2 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is NZ$508
includes taxes & fees
15 July - 16 July
Symple Live

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (390 reviews)
"Wonderful stay at this property. Location was excellent, and the host is very quick and responsive to answer any questions you may have."
United States
Jennifer
The price is NZ$346
includes taxes & fees
17 June - 18 June
Temple Place Suites

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (291 reviews)
"Great location and well maintained"
United States
EDDIE
The price is NZ$326
includes taxes & fees
18 June - 19 June
Premier Suites - Bay Village

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is NZ$532
includes taxes & fees
30 June - 1 July
The Chester Hotel

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is NZ$624
includes taxes & fees
21 June - 22 June
Beautiful 1BR near Fenway Park + Kenmore!

Tranquil South End Studio

Tranquil South End Studio
Back Bay
Tranquil South End Studio

Cozy Studio in the South End

Cozy Studio in the South End
Back Bay
The price is NZ$540
includes taxes & fees
6 July - 7 July
Cozy Studio in the South End

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (706 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
The price is NZ$497
includes taxes & fees
6 July - 7 July
Global Luxury Suites Downtown Boston

Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (288 reviews)
"Amazing location we loved it"
United States
MARLYN
The price is NZ$615
includes taxes & fees
18 June - 19 June
Kasa Boston at Fenway

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (213 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is NZ$644
includes taxes & fees
21 June - 22 June
Charlesgate Suites

Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
The price is NZ$562
includes taxes & fees
21 June - 22 June
Charming 1 Bedroom | Newbury Street

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (37 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
The price is NZ$1,952
includes taxes & fees
13 July - 14 July
The Monty Boston

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
8.4 out of 10, Very good, (6 reviews)
"Would stay again"
United States
mark p.
The price is NZ$475
includes taxes & fees
21 June - 22 June
Studio Awaits Your Next Stay!

Simple Theater District 1 Bedroom

Simple Theater District 1 Bedroom
Bay Village
6.0 out of 10, (1 review)
"It was clean and in a convenient location, and mostly had what we needed for our stay - basically a place to leave our stuff during the day and a place to sleep at night. There is no place in the bedroom for clothes except the closet; no shelves, no dresser, not even a folding luggage rack - though there is a giant full-length mirror. In the bathroom, there are only two small wire hooks for towels and no place except the back of the toilet and along the sink to put one's toiletries. There isn't...
United States
Sue F.
The price is NZ$540
includes taxes & fees
21 June - 22 June
Simple Theater District 1 Bedroom

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.4 out of 10, Very good, (23 reviews)
"Friendly hosts"
United States
Jan
The price is NZ$472
includes taxes & fees
24 June - 25 June
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.8 out of 10, Exceptional, (33 reviews)
"We had a great stay and host was welcoming and responsive. Thanks!"
United States
Eric M.
The price is NZ$666
includes taxes & fees
30 June - 1 July
Gorgeous Beacon Hills Studio next to State house

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.8 out of 10, Excellent, (11 reviews)
"Excellent location for restaurants, shops, sightseeing. Lovely buzz around the area, with park & river close by to escape if necessary. Large lounge area to put your feet up between trips, and adequate glasses etc for drinks and nibbles between the treats at the bakeries and restaurants nearby."
United Kingdom
Jude
The price is NZ$715
includes taxes & fees
1 July - 2 July
Stylish Back Bay Retreat, Steps from Prudential

Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (633 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
The price is NZ$635
includes taxes & fees
6 July - 7 July
Marriott Vacation Club® at Custom House, Boston

Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston
North End
9.6 out of 10, Exceptional, (25 reviews)
"Excellent location, wonderful unit! "
United States
Mary M.
The price is NZ$887
includes taxes & fees
22 June - 23 June
Prime Central 1brm in North End Boston
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Boston holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Boston. 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 Boston. 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 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 holiday 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 Boston short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find holiday rentals in Boston?

Yes, there are holiday rentals in Boston close to New England Aquarium, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give Boston high marks for its fascinating museums and acclaimed theatre scene. While you're here, don't miss the university campus and notable monuments.

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

Cozy 3BD 1BA near Beach T-10 Min from Boston: This highly rated holiday home rental in Boston is equipped with a patio, free WiFi and a Smart TV to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Some other top choices in Boston are Boston's Best Vacation Home and Clean contemporary escape.

How many holiday rentals are there in Boston?

With 664 Expedia holiday rentals, you're guaranteed to find just the right place for your Boston stay.

What can I see and do in Boston?

New England Aquarium and Museum of Science are a couple of the family-friendly sights, whereas cultural attractions include Gillette Stadium and Old State House. You can also visit some other popular places in town, such as TD Garden and Boston Harbor.

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 provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.