First Parish Church panoramic aerial view in fall with foliage at 349 Boston Post Road in historic town center of Weston, Massachusetts MA, USA.

Weston Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Weston vacation rentals

Premium Apartment | Living area | 24-inch Smart TV with digital channels

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 ￥25,638
￥49,732 total
includes taxes & fees
Jun 30 - Jul 1
The Chester Hotel
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets

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 ￥19,325
￥32,343 total
includes taxes & fees
Jun 17 - Jun 18
Temple Place Suites
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down comforters

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 ￥27,719
￥47,518 total
includes taxes & fees
Jul 15 - Jul 16
Symple Live
Desk, iron/ironing board, WiFi, bed sheets

Bright 1 Bedroom | Downtown Boston

Bright 1 Bedroom | Downtown Boston
Bay Village
10.0 out of 10, Exceptional, (1 review)
"Great location to explore Boston with your dogs"
Canada
Thiery
The price is ￥16,024
￥49,593 total
includes taxes & fees
Jul 6 - Jul 7
Bright 1 Bedroom | Downtown Boston
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets

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 ￥19,325
￥30,503 total
includes taxes & fees
Jun 17 - Jun 18
Premier Suites - Bay Village
1 bedroom, WiFi

Modern North End Studio

Modern North End Studio
North End
9.4 out of 10, Exceptional, (17 reviews)
"Lovely flat in fantastic location."
United States
James
Modern North End Studio
Interior

Enjoyable 2-bedroom lower level apartment in charming Lynn

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.6 out of 10, Exceptional, (10 reviews)
The price is ￥23,555
￥42,715 total
includes taxes & fees
Jul 7 - Jul 8
Enjoyable 2-bedroom lower level apartment in charming Lynn
Exterior

Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
10.0 out of 10, Exceptional, (2 reviews)
"It was a great stay!"
United States
Adina S.
The price is ￥13,140
￥40,145 total
includes taxes & fees
Jul 6 - Jul 7
Light-filled Studio | Back Bay
Lobby lounge

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 ￥24,402
￥46,470 total
includes taxes & fees
Jul 6 - Jul 7
Global Luxury Suites Downtown Boston
Outdoor dining

🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (81 reviews)
"Host was amazing and responded right away with any questions or concerns we had! Beautiful place to stay!"
United States
Amy I.
The price is ￥23,876
￥65,022 total
includes taxes & fees
Jun 21 - Jun 22
🎖The Boiler Room - Close to Subway & Downtown🎖
Interior

Perfetto North End 1brm

Perfetto North End 1brm
North End
9.8 out of 10, Exceptional, (15 reviews)
"Great location- excellent place!"
United States
Deborah S.
Perfetto North End 1brm
Terrace/patio

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 ￥33,490
￥62,995 total
includes taxes & fees
Jun 30 - Jul 1
Gorgeous Beacon Hills Studio next to State house
Rooftop terrace

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 ￥51,621
￥59,338 total
includes taxes & fees
Jul 6 - Jul 7
Marriott Vacation Club® at Custom House, Boston
1 bedroom, desk, iron/ironing board, WiFi

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 ￥24,356
￥45,170 total
includes taxes & fees
Jun 21 - Jun 22
Studio Awaits Your Next Stay!
TV

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is ￥22,914
￥58,672 total
includes taxes & fees
Jun 21 - Jun 22
Beautiful 1BR near Fenway Park + Kenmore!
Desk, iron/ironing board, WiFi, bed sheets

Downtown Studio | Students Welcome | W/D in unit

Downtown Studio | Students Welcome | W/D in unit
Downtown Boston
9.4 out of 10, Exceptional, (3 reviews)
"Was worth the price all around"
United States
steven l.
The price is ￥27,705
￥65,317 total
includes taxes & fees
Jun 29 - Jun 30
Downtown Studio | Students Welcome | W/D in unit
1 bedroom, desk, iron/ironing board, WiFi

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.4 out of 10, Very Good, (21 reviews)
"Very easy check in, great location to walk to the ballet. Tons of great bars around"
United States
Keith
The price is ￥25,158
￥46,300 total
includes taxes & fees
Jun 21 - Jun 22
Perfect One Bedroom Stay In Downtown Boston!
Exterior

Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!

Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Downtown Boston
10.0 out of 10, Exceptional, (1 review)
"Host was very communicative. The apartment was very clean and spacious and the location was fantastic! A lot of things in walking distance and train stop nearby for getting to other parts of the city was convenient. I would highly recommend this host and their space! Thank you for your hospitality! Would love to come back."
United States
Rachael M.
The price is ￥24,813
￥61,346 total
includes taxes & fees
Jun 21 - Jun 22
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Exterior

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 ￥35,573
￥66,285 total
includes taxes & fees
Jul 1 - Jul 2
Stylish Back Bay Retreat, Steps from Prudential
Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi

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 ￥28,362
￥60,234 total
includes taxes & fees
Jun 21 - Jun 22
Charlesgate Suites
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 Weston Hotel Reviews

The Langham, Boston

The Langham, Boston

10/10 Excellent
"What a truly amazing hotel ! The staff are lovely and helpful. Breakfast was so tasty and the room had character. Whist staying there we walked a lot and thought the location was ideal and only a 10 min drive from the airport. I will be staying here again"
Micheal 2-night trip
Posted 2 hours ago
The Langham, Boston

Find out more about Weston

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

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  • Enter your travel dates to view the best deals on holiday rentals in Weston while they last

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

Frequently asked questions

Can I find vacation rentals in Weston?

Yes, we have vacation rentals where you'll be just 13 mi (20.8 km) from New England Aquarium, giving you a more remote option to escape the hustle and bustle. Weston is known for its basketball games and university setting. Make sure you have time to check out the riverfront while you're in the area.

What's the top vacation rental that Weston has to offer?

Cozy 3BD 1BA near Beach T-10 Min from Boston: Visitors like this Weston vacation home rental. It 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 you can cook with friends or family.

How many vacation rentals are there in Weston?

Expedia has 3 vacation rentals for your stay in Weston.

What can I see and do in Weston?

Charles River and Cat Rock Park are a couple of lovely local spots to get outside and enjoy nature. Fenway Park and Copley Square are other popular places to visit in the area.

What are vacation rentals like in Weston?

Vacation rentals are private properties you can reserve for several days or more in Weston. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip.