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Wellesley Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Wellesley vacation rentals

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, (641 reviews)
"Best hotel for stay in Boston!"
United States
Frank
$322 nightly
The price is $370
Jul 19 - Jul 20
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (717 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
$287 nightly
The price is $329
Jul 30 - Jul 31
Total with taxes and fees
Global Luxury Suites Downtown Boston
Lobby

Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (294 reviews)
"Amazing location we loved it"
United States
MARLYN
$404 nightly
The price is $465
Jul 19 - Jul 20
Total with taxes and fees
Kasa Boston at Fenway
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, (34 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
$280 nightly
The price is $322
Jul 16 - Jul 17
Total with taxes and fees
The Chester Hotel
Exterior

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very Good, (184 reviews)
"Great location and easy to get into. Appreciated the cheaper cost, as I really just need a place to sleep. It served it's purpose well and walking distance to many great locations."
United States
Jason
$237 nightly
The price is $273
Aug 14 - Aug 15
Total with taxes and fees
Maverick Suites at 245 Newbury St
Premium Studio Suite | Premium bedding, desk, iron/ironing board, WiFi (free)

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (218 reviews)
$394 nightly
The price is $453
Jul 19 - Jul 20
Total with taxes and fees
Charlesgate Suites
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (386 reviews)
"Everything was perfect"
United States
Catherine
$243 nightly
The price is $279
Jul 20 - Jul 21
Total with taxes and fees
Maverick Suites at 28 Fenway
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, (305 reviews)
"Great location and well maintained"
United States
EDDIE
$164 nightly
The price is $189
Jul 16 - Jul 17
Total with taxes and fees
Premier Suites - Bay Village
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (130 reviews)
"Location Location Location"
United States
Rebecca
$305 nightly
The price is $351
Jul 16 - Jul 17
Total with taxes and fees
Maverick Suites at 40 Temple St
42-inch TV with satellite channels

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (158 reviews)
"Great location!"
United States
Kevin
$234 nightly
The price is $259
Jul 16 - Jul 17
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
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, (405 reviews)
$189 nightly
The price is $217
Jul 19 - Jul 20
Total with taxes and fees
Temple Place Suites
Studio | Iron/ironing board, free WiFi

The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very Good, (2 reviews)
"There was very little loud construction outside the window as well as in the building before 8:30 am. The place was cute and relatively clean. Owners gave us a discount for the noise"
United States
Sara
$331 nightly
The price is $381
Jul 16 - Jul 17
Total with taxes and fees
The Concord Hotel
1 bedroom, desk, iron/ironing board, WiFi

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
8.6 out of 10, Excellent, (7 reviews)
"Would stay again"
United States
mark p.
$214 nightly
The price is $251
Jul 16 - Jul 17
Total with taxes and fees
Studio Awaits Your Next Stay!
2 bedrooms, desk, iron/ironing board, WiFi

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.0 out of 10, Very Good, (5 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
$281 nightly
The price is $322
Jul 19 - Jul 20
Total with taxes and fees
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
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
9.4 out of 10, Exceptional, (8 reviews)
"Looks like a brand new unit - very tastefully done. Immaculately clean. Stocked with everything you might need. Easy check in and great location - walkable to BU and Fenway."
United States
Kimberley
$310 nightly
The price is $356
Aug 3 - Aug 4
Total with taxes and fees
Symple Live
Exterior

Rare FREE Parking • Private North End Gem • Prime Location

Rare FREE Parking • Private North End Gem • Prime Location
North End
9.6 out of 10, Exceptional, (61 reviews)
"Great place and a great location"
United States
Thomas M.
$342 nightly
The price is $370
Jul 16 - Jul 17
Total with taxes and fees
Rare FREE Parking • Private North End Gem • Prime Location
1 bedroom, desk, iron/ironing board, WiFi

Downtown Crossing, Affordable Stay, Book Now!

Downtown Crossing, Affordable Stay, Book Now!
Downtown Boston
6.2 out of 10, (14 reviews)
"Great location!"
United States
Sean
$217 nightly
The price is $255
Jul 16 - Jul 17
Total with taxes and fees
Downtown Crossing, Affordable Stay, Book Now!
Exterior

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

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (26 reviews)
"Friendly hosts"
United States
Jan
$196 nightly
The price is $213
Jul 19 - Jul 20
Total with taxes and fees
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Exterior

Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
10.0 out of 10, Exceptional, (4 reviews)
"It was a great stay!"
United States
Adina S.
$226 nightly
The price is $292
Aug 10 - Aug 11
Total with taxes and fees
Light-filled Studio | Back Bay
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.
$305 nightly
The price is $394
Jul 20 - Jul 21
Total with taxes and fees
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
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 Wellesley Hotel Reviews

Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

10/10 Excellent
"Surprisingly i enjoyed my stay there despite some of the review. Super clean, great location and affordable. Staffs were nice. I will definitely be back"
Marc-elie 2-night trip
Posted less than an hour ago
Garner Hotel Brockton - Boston by IHG

Find out more about Wellesley

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

Wellesley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wellesley. 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 Wellesley 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 $189 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 Wellesley rentals

At Expedia, we put the best Wellesley 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 Wellesley 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 Wellesley 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 Wellesley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Wellesley?

Yes, there are vacation rentals in Wellesley close to Massachusetts Horticultural Society's Gardens at Elm Bank, or you can go with a more remote option if you're looking for extra privacy while you relax. Wellesley is known for its university setting and basketball games. Make sure you have time to check out the gardens while you're in the area.

What are some of the best vacation rentals that Wellesley has to offer?

Centrally located in the heart of Boston near T: This vacation home rental outside of Wellesley has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Wellesley?

Choose from 12 Expedia vacation rentals in Wellesley for a memorable vacation.

What can I see and do in Wellesley?

Charles River and Wellesley College Botanic Gardens are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Massachusetts Horticultural Society's Gardens at Elm Bank. Other popular places to visit in the area include Fenway Park and TD Garden.

What are vacation rentals like in Wellesley?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Wellesley. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.