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Our top choices for Wellesley holiday rentals

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 2.441.996 ₫
4.472.545 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Temple Place Suites

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 2.845.044 ₫
4.633.035 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Premier Suites - Bay Village

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 1.764.981 ₫
8.034.352 ₫ total
includes taxes & fees
31 Mar - 1 Apr
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

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 3.414.053 ₫
8.618.052 ₫ total
includes taxes & fees
29 Mar - 30 Mar
The Chester Hotel

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 2.513.122 ₫
4.251.491 ₫ total
includes taxes & fees
28 Mar - 29 Mar
Bay Village Suites

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 3.674.848 ₫
6.646.742 ₫ total
includes taxes & fees
31 Mar - 1 Apr
Maverick Suites at 40 Temple St

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 2.631.666 ₫
5.599.009 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Maverick Suites at 28 Fenway

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 2.702.792 ₫
5.529.362 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Maverick Suites at 400 Columbus Ave

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 3.390.344 ₫
6.319.703 ₫ total
includes taxes & fees
30 Mar - 31 Mar
Maverick Suites at 245 Newbury St

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 4.324.467 ₫
6.151.944 ₫ total
includes taxes & fees
31 Mar - 1 Apr
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

Frequently asked questions

Can I find holiday rentals in Wellesley?

Yes, there are holiday rentals in Wellesley close to Massachusetts Horticultural Society's Gardens at Elm Bank, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals are there in Wellesley?

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

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 holiday rentals like in Wellesley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wellesley. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.