Wellesley Holiday Rentals

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Wellesley holiday rentals

42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Aparthotel in South End

Maverick Suites at 400 Columbus Ave
2.0 star property
7.4 out of 10, Good, (133)
"Good location, compact room with everything you need. Very convenient self-service token-operated washing machine and dryer. Worth the price. No elevators, and bed is a bit small."
United Kingdom
Fanny Pei Yee
Maverick Suites at 400 Columbus Ave
Exterior
Maverick Suites at 245 Newbury St

Aparthotel in Back Bay

Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, (155)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
Maverick Suites at 245 Newbury St
Lobby lounge
Global Luxury Suites Downtown Boston

Aparthotel in Chinatown

Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, (637)
"Very clean, beautiful place. I would stay there again."
Canada
Liam
Global Luxury Suites Downtown Boston
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites

Aparthotel in Bay Village

Bay Village Suites
2.0 star property
6.6 out of 10, (252)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites
Front of property
Maverick Suites at 40 Temple St

Aparthotel in Beacon Hill

Maverick Suites at 40 Temple St
2.0 star property
7.6 out of 10, Good, (102)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
Maverick Suites at 40 Temple St
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Aparthotel in Bay Village

Premier Suites - Bay Village
2.0 star property
6.4 out of 10, (252)
"Clean room, good location, check in check out easily!"
United States
HIEN T
The price is S$217
includes taxes & fees
31 Dec - 1 Jan, 2026
Premier Suites - Bay Village
Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites

Apartment in Downtown Boston

Temple Place Suites
2.5 star property
7.0 out of 10, Good, (327)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is S$214
includes taxes & fees
26 Dec - 27 Dec
Temple Place Suites
Individually furnished, iron/ironing board, free WiFi, bed sheets
Maverick Suites at 28 Fenway

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (327)
"Good place"
United States
Elijah
The price is S$252
includes taxes & fees
28 Dec - 29 Dec
Maverick Suites at 28 Fenway
Interior entrance
Maverick Suites at 89 Marion

Aparthotel in Coolidge Corner South Side

Maverick Suites at 89 Marion
2.0 star property
8.2 out of 10, Very good, (270)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
Maverick Suites at 89 Marion
Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites

Aparthotel in Fenway–Kenmore

Charlesgate Suites
3.5 star property
9.4 out of 10, Exceptional, (201)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is S$446
includes taxes & fees
4 Jan - 5 Jan, 2026
Charlesgate Suites
Private kitchen
Maverick Suites at 402 Columbus Ave

Aparthotel in South End

Maverick Suites at 402 Columbus Ave
2.5 star property
7.8 out of 10, Good, (68)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
Maverick Suites at 402 Columbus Ave
1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston

Aparthotel in Everett

Furnished Apartments near Encore Boston
2.5 star property
8.4 out of 10, Very good, (8)
"Great place. Very clean. Great communication."
United States
Michele
Furnished Apartments near Encore Boston
Living area
The Monty Boston

Aparthotel in Downtown Boston

The Monty Boston
2.5 star property
9.4 out of 10, Exceptional, (29)
"Amazing property, would stay again."
United States
Doug
The price is S$975
includes taxes & fees
4 Jan - 5 Jan, 2026
The Monty 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

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Up to par! "
Marcelovichy 1-night trip
Posted 1 day ago
Encore Boston Harbor

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?

Family-friendly attractions include Massachusetts Horticultural Society's Gardens at Elm Bank, whereas Charles River is a spot to enjoy the outdoors. Other popular places to visit in the area include Fenway Park and Harvard Square.

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.