Wellesley Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Wellesley

Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites

Aparthotel in Bay Village

2.0 star property
6.4 out of 10, (248)
"Great location nice neighborhood "
United States
Jose
$114 nightly
The price is $131
Dec 1 - Dec 2
Total with taxes and fees
Bay Village Suites
Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites

Apartment in Downtown Boston

2.5 star property
7.0 out of 10, Good, (321)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
$141 nightly
The price is $162
Dec 1 - Dec 2
Total with taxes and fees
Temple Place Suites
Lobby lounge
Global Luxury Suites Downtown Boston

Aparthotel in Chinatown

4.0 star property
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
$149 nightly
The price is $171
Dec 7 - Dec 8
Total with taxes and fees
Global Luxury Suites Downtown Boston
Exterior
Maverick Suites at 245 Newbury St

Aparthotel in Back Bay

2.0 star property
8.2 out of 10, Very Good, (152)
"Good location, clean and quiet. Only thing that could be improved on would be luggage storage before check in "
United States
Kristee
$197 nightly
The price is $226
Dec 10 - Dec 11
Total with taxes and fees
Maverick Suites at 245 Newbury St
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Aparthotel in Bay Village

2.0 star property
6.4 out of 10, (251)
"Clean room, good location, check in check out easily!"
United States
HIEN T
$114 nightly
The price is $131
Dec 1 - Dec 2
Total with taxes and fees
Premier Suites - Bay Village
Front of property
Maverick Suites at 40 Temple St

Aparthotel in Beacon Hill

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
$199 nightly
The price is $229
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 40 Temple St
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Aparthotel in South End

2.0 star property
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
$193 nightly
The price is $222
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
Deluxe Studio Suite (2nd Floor - Unit 202) | Individually furnished, iron/ironing board, free WiFi, bed sheets
Maverick Suites at 28 Fenway

Apartment in Fenway–Kenmore

3.0 star property
8.8 out of 10, Excellent, (321)
"Spotless room, spotless building, great staff, comfortable bed. "
United States
Patricia
$192 nightly
The price is $221
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 28 Fenway
Interior entrance
Maverick Suites at 89 Marion

Aparthotel in Coolidge Corner South Side

2.0 star property
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
$185 nightly
The price is $207
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 89 Marion
City Studio | Egyptian cotton sheets, premium bedding, memory foam beds
The Chester Hotel

Aparthotel in South End

4.0 star property
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
$378 nightly
The price is $435
Dec 7 - Dec 8
Total with taxes and fees
The Chester Hotel
Apartment | 1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston

Aparthotel in Everett

2.5 star property
8.4 out of 10, Very Good, (8)
"Great place. Very clean. Great communication."
United States
Michele
$189 nightly
The price is $212
Dec 1 - Dec 2
Total with taxes and fees
Furnished Apartments near Encore Boston
Apartment, 2 Bedrooms | Private kitchen | Mini-fridge, microwave, cookware/dishes/utensils, paper towels
Maverick Suites at 402 Columbus Ave

Aparthotel in South End

2.5 star property
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
$197 nightly
The price is $226
Dec 7 - Dec 8
Total with taxes and fees
Maverick Suites at 402 Columbus Ave
Apartment | Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites

Aparthotel in Fenway–Kenmore

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
$382 nightly
The price is $439
Dec 14 - Dec 15
Total with taxes and fees
Charlesgate Suites
Rooftop terrace
Global Luxury Suites East Boston

Aparthotel in East Boston

4.0 star property
6.8 out of 10, (175)
"The place was very nice and nicely equipped, but a little difficult to locate."
United States
William
$159 nightly
The price is $183
Dec 23 - Dec 24
Total with taxes and fees
Global Luxury Suites East Boston
Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services
The Monty Boston

Aparthotel in Downtown Boston

2.5 star property
9.4 out of 10, Exceptional, (28)
"Amazing property, would stay again."
United States
Doug
$590 nightly
The price is $678
Dec 1 - Dec 2
Total with taxes and fees
The Monty Boston
Property grounds
Crescent Suites Hotel

Aparthotel in South Side

3.0 star property
9.6 out of 10, Exceptional, (1140)
"Lovely, quiet place."
United States
Fatu
$143 nightly
The price is $160
Dec 1 - Dec 2
Total with taxes and fees
Crescent Suites Hotel
Exterior
Cityscape

Apartment in Chelsea

2.0 star property
Cityscape
House | 5 bedrooms
Enchanting Hidden Door Escape

Vacation Home in Stoneham

2.0 star property
$622 nightly
The price is $688
Dec 4 - Dec 5
Total with taxes and fees
Enchanting Hidden Door Escape
House | 3 bedrooms
Lakeview Getaway With Hot Tub

Vacation Home in Billerica

2.0 star property
$535 nightly
The price is $601
Dec 5 - Dec 6
Total with taxes and fees
Lakeview Getaway With Hot Tub
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.
View all properties

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Top Wellesley Hotel Reviews

citizenM Boston Back Bay

citizenM Boston Back Bay

10/10 Excellent
"No frills hotel in the perfect location 💗"
Stacey 4-night trip
Posted 16 hours ago
citizenM Boston Back Bay

Find out more about Wellesley

Everything you need to know about Wellesley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wellesley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wellesley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wellesley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wellesley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wellesley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $131 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wellesley rentals

At Expedia, we put the best Wellesley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wellesley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wellesley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wellesley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Harvard Square.

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.