Wellesley Holiday Rentals

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Check prices for these dates

Tonight
27 Nov - 28 Nov
Tomorrow
28 Nov - 29 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Wellesley

1 bedroom, desk, iron/ironing board, free WiFi
Temple Place Suites

Temple Place Suites

2.5 star property
Downtown Boston
7.0 out of 10, Good, (321)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is HK$670
HK$1,261 total
includes taxes & fees
1 Dec - 2 Dec
Temple Place Suites
Lobby lounge
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4.0 star property
Chinatown
8.0 out of 10, Very good, (626)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
The price is HK$887
HK$1,369 total
includes taxes & fees
30 Nov - 1 Dec
Global Luxury Suites Downtown Boston
Individually furnished, iron/ironing board, free WiFi, bed sheets
Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (320)
"Spotless room, spotless building, great staff, comfortable bed. "
United States
Patricia
The price is HK$749
HK$1,621 total
includes taxes & fees
30 Nov - 1 Dec
Maverick Suites at 28 Fenway
Property grounds
Crescent Suites Hotel

Crescent Suites Hotel

3.0 star property
South Side
9.6 out of 10, Exceptional, (1139)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel
Business centre
Residences at Solomon Pond

Residences at Solomon Pond

3.5 star property
Marlborough
8.2 out of 10, Very good, (221)
"The room are ideal and comfortable, there was no smoke smell. It was a cozy stay. The price was affordable too. "
United States
Jeff
Residences at Solomon Pond
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Premier Suites - Bay Village

2.0 star property
Bay Village
6.4 out of 10, (251)
"Clean room, good location, check in check out easily!"
United States
HIEN T
Premier Suites - Bay Village
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites

Bay Village Suites

2.0 star property
Bay Village
6.4 out of 10, (248)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites
Interior entrance
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2.0 star property
Coolidge Corner South Side
8.4 out of 10, Very good, (269)
"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
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, (151)
"Good location, clean and quiet. Only thing that could be improved on would be luggage storage before check in "
United States
Kristee
Maverick Suites at 245 Newbury 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
7.2 out of 10, Good, (131)
"I thoroughly enjoyed my stay. Great property in a nice neighborhood in Back Bay. Bonus: it's also near the Logan Express bus stop for easy airport access. "
United States
Mark
Maverick Suites at 400 Columbus Ave
Living area
The Monty Boston

The Monty Boston

2.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (28)
"Amazing property, would stay again."
United States
Doug
The price is HK$4,362
HK$6,354 total
includes taxes & fees
15 Dec - 16 Dec
The Monty Boston
Rooftop terrace
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4.0 star property
East Boston
6.8 out of 10, (175)
"The place was very nice and nicely equipped, but a little difficult to locate."
United States
William
The price is HK$1,007
HK$1,506 total
includes taxes & fees
30 Nov - 1 Dec
Global Luxury Suites East Boston
1 bedroom, premium bedding, desk, iron/ironing board
Charlesgate Suites

Charlesgate Suites

3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (200)
"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 HK$1,804
HK$3,415 total
includes taxes & fees
30 Nov - 1 Dec
Charlesgate 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, (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
Private kitchen
Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave

2.5 star property
South End
8.0 out of 10, Very good, (67)
"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

Furnished Apartments near Encore Boston

2.5 star property
Everett
8.4 out of 10, Very good, (8)
"Great place. Very clean. Great communication."
United States
Michele
The price is HK$968
HK$1,951 total
includes taxes & fees
29 Nov - 30 Nov
Furnished Apartments near Encore Boston
1 bedroom, Egyptian cotton sheets, premium bedding, memory-foam beds
The Chester Hotel

The Chester Hotel

4.0 star property
South End
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is HK$1,756
HK$3,405 total
includes taxes & fees
29 Nov - 30 Nov
The Chester Hotel
Dining
On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks

2.0 star property
West Cambridge
8.2 out of 10, Very good, (29)
"Great place to stay! We loved our time there!"
United States
Melody
The price is HK$833
HK$1,799 total
includes taxes & fees
30 Nov - 1 Dec
On River/Harvard Sq. two blocks
Smart TV, fireplace
Modern 2 BR, 1BA Near Convention Center & Seaport

Modern 2 BR, 1BA Near Convention Center & Seaport

South Boston
9.8 out of 10, Exceptional, (200)
"Great property, great location, great communication with the host. Walking distance to everything - seaport, convention center, so many fun spots on W. Broadway. We thoroughly enjoyed our stay! "
United States
Cynthia A.
Modern 2 BR, 1BA Near Convention Center & Seaport
Smart TV, DVD player, books, music library
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston

Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston

Beacon Hill
8.6 out of 10, Excellent, (164)
"The property is in a great location central to many sites and walk-able if you enjoy longer walks. The house feels lived making it comfortable. The age and history is another cool factor. I would stay there again. "
United States
scott b.
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of 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

citizenM Boston Back Bay

citizenM Boston Back Bay

10/10 Excellent
"This was such an enjoyable stay. The hotel is transitioning into a Marriot Bonvoy. I hope it doesn't change. The room was clean and well-designed. The breakfast was fantastic. I loved the tea choices. The areas to sit and work were amazing. The staff were friendly and helpful. Great location to the convention center. Really, one of my favorites of all time! "
Teresa 4-night trip
Posted 16 hours ago
citizenM Boston Back Bay

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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  • Enter your travel dates to view the best deals on holiday rentals in Wellesley while they last

Look no further and take a look at our great range of rental properties in Wellesley!

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.

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

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi: This holiday home rental outside of Wellesley is located in the city centre, and offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.