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Wellesley Holiday Rentals

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Check prices for these dates

Tonight
9 Jan - 10 Jan
Tomorrow
10 Jan - 11 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Our top choices for Wellesley holiday rentals

Exterior
Spacious Private Entrance Master Bedroom/Bath

Apartment in Wellesley

Spacious Private Entrance Master Bedroom/Bath
10.0 out of 10, Exceptional, (90)
"Great place to stay. "
United States
Alexa
The price is HK$677
HK$1,213 total
includes taxes & fees
27 Jan - 28 Jan
Spacious Private Entrance Master Bedroom/Bath
Exterior
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Charlestown

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
9.8 out of 10, Exceptional, (200)
"My husband and I had an excellent stay! It was very comfortable! I would highly recommend staying on The Blue Pearl and hope to stay there again. "
United States
Stacey W.
The price is HK$545
HK$3,374 total
includes taxes & fees
11 Jan - 12 Jan
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Property grounds
Charlestown Houseboat Walk to attractions Be rocked to sleep

Houseboat in Thompson Square - Bunker Hill

Charlestown Houseboat Walk to attractions Be rocked to sleep
9.6 out of 10, Exceptional, (99)
"Great location, pet friendly, "
United States
Karen W.
The price is HK$662
HK$3,222 total
includes taxes & fees
11 Jan - 12 Jan
Charlestown Houseboat Walk to attractions Be rocked to sleep
Interior
Fun houseboat. Walk to Boston attractions WIFI

Houseboat in Boston

Fun houseboat. Walk to Boston attractions WIFI
9.8 out of 10, Exceptional, (89)
"It was unique way to stay in the city"
United States
brian m.
The price is HK$779
HK$3,377 total
includes taxes & fees
10 Jan - 11 Jan
Fun houseboat. Walk to Boston attractions WIFI
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, (329)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is HK$470
HK$1,033 total
includes taxes & fees
10 Jan - 11 Jan
Temple Place Suites
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
7.2 out of 10, Good, (134)
"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
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
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, (639)
"Very clean, beautiful place. I would stay there again."
Canada
Liam
Global Luxury Suites Downtown Boston
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, (103)
"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
6.2 out of 10, (256)
"We stayed there for four days. The heaters were not working, I got almost sick. And the customer service was awful. I hope you will find better place to stay"
United States
Aziza
The price is HK$982
HK$1,532 total
includes taxes & fees
27 Jan - 28 Jan
Premier Suites - Bay Village
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
Front of property
Maverick Suites at 28 Fenway

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (333)
"Good place"
United States
Elijah
The price is HK$736
HK$1,607 total
includes taxes & fees
12 Jan - 13 Jan
Maverick Suites at 28 Fenway
Living area
The Chester Hotel

Aparthotel in South End

The Chester Hotel
4.0 star property
8.6 out of 10, Excellent, (28)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
The price is HK$848
HK$2,364 total
includes taxes & fees
14 Jan - 15 Jan
The Chester Hotel
Iron/ironing board, WiFi, bed sheets
The Chester: Hip, Renovated, South End

Apartment in South End

The Chester: Hip, Renovated, South End
2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice room. Good location "
United States
Abenamar A.
The price is HK$911
HK$2,260 total
includes taxes & fees
11 Jan - 12 Jan
The Chester: Hip, Renovated, South End
Exterior
Perfect Studio, Walk To Park!

Apartment in Downtown Boston

Perfect Studio, Walk To Park!
7.2 out of 10, Good, (7)
"Perfect location in downtown crossing near the common, with lots to do on the same block as the apartment."
United States
Tim G.
The price is HK$468
HK$1,261 total
includes taxes & fees
14 Jan - 15 Jan
Perfect Studio, Walk To Park!
TV, offices
Come Visit Boston and Stay In Our Homey Studio

Apartment in Downtown Boston

Come Visit Boston and Stay In Our Homey Studio
8.8 out of 10, Excellent, (3)
"Great central location! Tiny but super !would come back . Great food , bars, brewery , breakfast at our doorstep. By the park too!"
United States
Dean and Courtenay M.
The price is HK$468
HK$1,261 total
includes taxes & fees
14 Jan - 15 Jan
Come Visit Boston and Stay In Our Homey Studio
1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston

Aparthotel in Everett

Furnished Apartments near Encore Boston
2.5 star property
8.6 out of 10, Excellent, (9)
"Great place. Very clean. Great communication."
United States
Michele
The price is HK$879
HK$1,853 total
includes taxes & fees
11 Jan - 12 Jan
Furnished Apartments near Encore Boston
Exterior
Walk to Boston Common, Safe & Central Stay

Apartment in Beacon Hill

Walk to Boston Common, Safe & Central Stay
7.2 out of 10, Good, (17)
"Property was excellent. Transportation was easy and communication with host was great. Thanks for a great vacation in beautiful Boston."
United States
john
Walk to Boston Common, Safe & Central Stay
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 HK$1,059
HK$2,560 total
includes taxes & fees
10 Jan - 11 Jan
Charlesgate Suites
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

La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

10/10 Excellent
"Everything was great staff was nice "
Scherezade 3-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Boston Somerville

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
  • Use the map to find apartments and other holiday homes in the Wellesley neighbourhood you prefer
  • 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 TD Garden.

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.