Wellesley Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Wellesley vacation rentals

Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (343 reviews)
"Clean room, great location"
United States
Denis
The price is P5,572
P10,205 total
includes taxes & fees
Mar 29 - Mar 30
Temple Place Suites
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, (261 reviews)
"AMAZING!!! Do NOT listen to all of the negative reviews. When I first found this listing I was really unsure because there was so many bad reviews. I took a chance and booked anyway. The stay was phenomenal. Check in was super easy and the company/host was very responsive. Very close to train station as well. They sent text messages and even let us know the room was ready for check in around 2pm instead of waiting until 4pm check in. The room was super clean and nice. No issues with anything....
United States
Amaya
The price is P5,734
P9,700 total
includes taxes & fees
Mar 29 - Mar 30
Premier Suites - Bay Village
Interior

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
3.0 star property
Lynn
The price is P4,027
P18,331 total
includes taxes & fees
Mar 27 - Mar 28
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
Living area

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is P7,789
P19,663 total
includes taxes & fees
Mar 29 - Mar 30
The Chester Hotel
Desk, laptop workspace, free WiFi, bed sheets

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (258 reviews)
"This is a convenient property, close to the T and the Common. You will need to be able to walk up some narrow stairs, and adjust to sharing a common bathroom. I met the owner while he was shoveling snow after the nor'easter, and he could not have been nicer! Great value for the money, fairly quiet and I would stay again."
United States
Louise
The price is P5,734
P9,700 total
includes taxes & fees
Mar 27 - Mar 28
Bay Village Suites
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (104 reviews)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
The price is P8,385
P15,165 total
includes taxes & fees
Mar 31 - Apr 1
Maverick Suites at 40 Temple St
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, (340 reviews)
"Clean"
United States
Kristin
The price is P6,004
P12,775 total
includes taxes & fees
Mar 29 - Mar 30
Maverick Suites at 28 Fenway
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, (136 reviews)
"I couldn’t quite get the plug in stove to work. But overall it was an alright stay!!"
United States
Myah
The price is P6,167
P12,616 total
includes taxes & fees
Apr 1 - Apr 2
Maverick Suites at 400 Columbus Ave
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, (160 reviews)
"Great location, clean and great 😌 "
United States
Catherine
The price is P7,735
P14,419 total
includes taxes & fees
Mar 30 - Mar 31
Maverick Suites at 245 Newbury St
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (674 reviews)
"Great staff, clean, and location"
United States
Juan
The price is P9,867
P14,036 total
includes taxes & fees
Mar 31 - Apr 1
Global Luxury Suites Downtown 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 Wellesley Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"Loved the location...Just steps away from the Harbor...RJ "
Ronald 4-night trip
Posted 2 hours ago
Seaport Hotel Boston

Find out more about Wellesley

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

  • View our selection of featured holiday rentals in Wellesley
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Look no further and take a look at our great range of rental properties in Wellesley!

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.

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 Gillette Stadium.

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.