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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Our top choices for Weston vacation rentals

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
$270 nightly
The price is $310
Jun 30 - Jul 1
Total with taxes and fees
The Chester Hotel

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (388 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
$176 nightly
The price is $202
Jun 21 - Jun 22
Total with taxes and fees
Temple Place Suites

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
$276 nightly
The price is $317
Jun 21 - Jun 22
Total with taxes and fees
Symple Live

Bright 1 Bedroom | Downtown Boston

Bright 1 Bedroom | Downtown Boston
Bay Village
$240 nightly
The price is $309
Jun 16 - Jun 17
Total with taxes and fees
Bright 1 Bedroom | Downtown Boston

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (290 reviews)
"Great location and well maintained"
United States
EDDIE
$176 nightly
The price is $202
Jul 1 - Jul 2
Total with taxes and fees
Premier Suites - Bay Village

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
$358 nightly
The price is $412
Jun 14 - Jun 15
Total with taxes and fees
Modern North End Studio

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)
$224 nightly
The price is $245
Jul 7 - Jul 8
Total with taxes and fees
Enjoyable 2-bedroom lower level apartment in charming Lynn

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.
$194 nightly
The price is $251
Jul 6 - Jul 7
Total with taxes and fees
Light-filled Studio | Back Bay

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
$269 nightly
The price is $309
Jul 6 - Jul 7
Total with taxes and fees
Global Luxury Suites Downtown Boston

🎖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.
$352 nightly
The price is $405
Jun 15 - Jun 16
Total with taxes and fees
🎖The Boiler Room - Close to Subway & Downtown🎖

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.
$479 nightly
The price is $551
Jun 24 - Jun 25
Total with taxes and fees
Perfetto North End 1brm

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.
$342 nightly
The price is $393
Jun 30 - Jul 1
Total with taxes and fees
Gorgeous Beacon Hills Studio next to State house

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
$322 nightly
The price is $370
Jul 6 - Jul 7
Total with taxes and fees
Marriott Vacation Club® at Custom House, 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.
$240 nightly
The price is $282
Jun 30 - Jul 1
Total with taxes and fees
Studio Awaits Your Next Stay!

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
$271 nightly
The price is $350
Jun 14 - Jun 15
Total with taxes and fees
Beautiful 1BR near Fenway Park + Kenmore!

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.
$320 nightly
The price is $412
Jun 24 - Jun 25
Total with taxes and fees
Downtown Studio | Students Welcome | W/D in unit

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.6 out of 10, Excellent, (20 reviews)
"Very easy check in, great location to walk to the ballet. Tons of great bars around"
United States
Keith
$245 nightly
The price is $288
Jun 21 - Jun 22
Total with taxes and fees
Perfect One Bedroom Stay In Downtown Boston!

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.
$296 nightly
The price is $382
Jun 14 - Jun 15
Total with taxes and fees
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!

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
$385 nightly
The price is $414
Jul 1 - Jul 2
Total with taxes and fees
Stylish Back Bay Retreat, Steps from Prudential

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
$329 nightly
The price is $378
Jun 21 - Jun 22
Total with taxes and fees
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

Find out more about Weston

Everything you need to know about Weston 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 Weston 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 Weston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Weston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Weston. 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 Weston 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 $200 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 Weston rentals

At Expedia, we put the best Weston 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 Weston 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 Weston 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 Weston. 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

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.