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Wellesley Vacation Rentals

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Check prices for these dates

Tonight
Jan 8 - Jan 9
Tomorrow
Jan 9 - Jan 10
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Wellesley vacation rentals

Exterior
Spacious Private Entrance Master Bedroom/Bath

Spacious Private Entrance Master Bedroom/Bath

Spacious Private Entrance Master Bedroom/Bath
Wellesley
10.0 out of 10, Exceptional, (90)
"Great place to stay. "
United States
Alexa
The price is ￥13,625
￥24,395 total
includes taxes & fees
Jan 28 - Jan 29
Spacious Private Entrance Master Bedroom/Bath
Exterior
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Charlestown
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 ￥10,969
￥67,909 total
includes taxes & fees
Jan 9 - Jan 10
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Property grounds
Charlestown Houseboat Walk to attractions Be rocked to sleep

Charlestown Houseboat Walk to attractions Be rocked to sleep

Charlestown Houseboat Walk to attractions Be rocked to sleep
Thompson Square - Bunker Hill
9.6 out of 10, Exceptional, (99)
"Great location, pet friendly, "
United States
Karen W.
The price is ￥12,536
￥63,766 total
includes taxes & fees
Jan 9 - Jan 10
Charlestown Houseboat Walk to attractions Be rocked to sleep
Interior
Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (89)
"It was unique way to stay in the city"
United States
brian m.
The price is ￥15,670
￥67,909 total
includes taxes & fees
Jan 9 - Jan 10
Fun houseboat. Walk to Boston attractions WIFI
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (329)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is ￥14,095
￥26,105 total
includes taxes & fees
Jan 27 - Jan 28
Temple Place Suites
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
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

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (252)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites
Lobby lounge
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (639)
"Very clean, beautiful place. I would stay there again."
Canada
Liam
The price is ￥13,100
￥22,082 total
includes taxes & fees
Jan 13 - Jan 14
Global Luxury Suites Downtown Boston
Front of property
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
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
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
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 ￥12,411
￥22,371 total
includes taxes & fees
Jan 16 - Jan 17
Premier Suites - Bay Village
Exterior
Maverick Suites at 245 Newbury St

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, (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

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (333)
"Good place"
United States
Elijah
The price is ￥14,800
￥32,315 total
includes taxes & fees
Jan 18 - Jan 19
Maverick Suites at 28 Fenway
Premium Apartment | Living area | 24-inch Smart TV with digital channels
The Chester Hotel

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (28)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
The price is ￥17,051
￥47,519 total
includes taxes & fees
Jan 12 - Jan 13
The Chester Hotel
Iron/ironing board, WiFi, bed sheets
The Chester: Hip, Renovated, South End

The Chester: Hip, Renovated, South End

The Chester: Hip, Renovated, South End
2.0 star property
South End
10.0 out of 10, Exceptional, (2)
"Nice room. Good location "
United States
Abenamar A.
The price is ￥18,334
￥45,482 total
includes taxes & fees
Jan 9 - Jan 10
The Chester: Hip, Renovated, South End
Exterior
Perfect Studio, Walk To Park!

Perfect Studio, Walk To Park!

Perfect Studio, Walk To Park!
Downtown Boston
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 ￥16,140
￥33,675 total
includes taxes & fees
Jan 13 - Jan 14
Perfect Studio, Walk To Park!
TV, offices
Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio
Downtown Boston
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 ￥16,140
￥33,675 total
includes taxes & fees
Jan 13 - Jan 14
Come Visit Boston and Stay In Our Homey Studio
Apartment | 1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (9)
"Great place. Very clean. Great communication."
United States
Michele
The price is ￥18,926
￥38,644 total
includes taxes & fees
Jan 9 - Jan 10
Furnished Apartments near Encore Boston
Exterior
Walk to Boston Common, Safe & Central Stay

Walk to Boston Common, Safe & Central Stay

Walk to Boston Common, Safe & Central Stay
Beacon Hill
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

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner South Side
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 Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
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 ￥21,299
￥51,487 total
includes taxes & fees
Jan 9 - Jan 10
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

Hilton Boston Back Bay

Hilton Boston Back Bay

10/10 Excellent
"Great breakfast, comfortable rooms."
Jiarui 3-night trip
Posted 17 hours ago
Hilton 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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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.

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

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi: This vacation home rental outside of Wellesley is located in the city center 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 you can cook with friends or family.

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?

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 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.