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Wellesley Vacation Rentals

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Our top choices for Wellesley vacation rentals

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (641 reviews)
"Place was perfect and very convenient. Staff was nice and very helpful. Definitely booking again "
United States
Rudolfo
$118 nightly
The price is $136
Jan 20 - Jan 21
Total with taxes and fees
Global Luxury Suites Downtown Boston

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 reviews)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
$179 nightly
The price is $206
Jan 28 - Jan 29
Total with taxes and fees
Maverick Suites at 40 Temple St

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (257 reviews)
"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
$112 nightly
The price is $129
Jan 16 - Jan 17
Total with taxes and fees
Premier Suites - Bay Village

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.2 out of 10, Good, (135 reviews)
"everything was great! only thing i’ll say is that the dots have some cracks where people can see in on the bathrooms and some rooms, but other than that i’d start here again!"
United States
Maelynn
$172 nightly
The price is $198
Feb 15 - Feb 16
Total with taxes and fees
Maverick Suites at 400 Columbus Ave

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, (156 reviews)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
$181 nightly
The price is $209
Feb 4 - Feb 5
Total with taxes and fees
Maverick Suites at 245 Newbury St

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (335 reviews)
"Good place"
United States
Elijah
$190 nightly
The price is $218
Jan 18 - Jan 19
Total with taxes and fees
Maverick Suites at 28 Fenway

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (329 reviews)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
$122 nightly
The price is $140
Jan 16 - Jan 17
Total with taxes and fees
Temple Place Suites

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (201 reviews)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
$302 nightly
The price is $347
Jan 18 - Jan 19
Total with taxes and fees
Charlesgate Suites

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (252 reviews)
"Great location nice neighborhood "
United States
Jose
$112 nightly
The price is $129
Jan 16 - Jan 17
Total with taxes and fees
Bay Village Suites

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
7.8 out of 10, Good, (68 reviews)
"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
$176 nightly
The price is $203
Jan 21 - Jan 22
Total with taxes and fees
Maverick Suites at 402 Columbus Ave

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (28 reviews)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
$284 nightly
The price is $327
Jan 18 - Jan 19
Total with taxes and fees
The Chester Hotel

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (9 reviews)
"Great place. Very clean. Great communication."
United States
Michele
$233 nightly
The price is $260
Jan 16 - Jan 17
Total with taxes and fees
Furnished Apartments near Encore Boston

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, (271 reviews)
"Great location for getting off and on the train and clean. We were on the first floor and it was very loud. You would hear people up and down the stairs. And if you have people staying in the room above you, you can hear everything. "
United States
samantha
$182 nightly
The price is $203
Jan 16 - Jan 17
Total with taxes and fees
Maverick Suites at 89 Marion

Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
7.0 out of 10, Good, (178 reviews)
"The place was very nice and nicely equipped, but a little difficult to locate."
United States
William
$170 nightly
The price is $196
Jan 18 - Jan 19
Total with taxes and fees
Global Luxury Suites East Boston

Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
$292 nightly
The price is $336
Jan 16 - Jan 17
Total with taxes and fees
Furnished Apartment near BMC

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (30 reviews)
"Amazing property, would stay again."
United States
Doug
$560 nightly
The price is $644
Jan 22 - Jan 23
Total with taxes and fees
The Monty Boston

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,149 reviews)
"Everything about this facility was pleasing: clean, well-appointed, great kitchen, comfortable, well-located in the area. We were given a warm welcome when we arrived, provided with lots of information about Waltham. Located near shops and restaurants and on a walking trail along the Charles River. Highly recommend and would stay here again. "
Canada
Susan
$141 nightly
The price is $158
Jan 30 - Jan 31
Total with taxes and fees
Crescent Suites Hotel

3 bd 2 ba Unit

3 bd 2 ba Unit
3.0 star property
East Somerville
$492 nightly
The price is $549
Jan 16 - Jan 17
Total with taxes and fees
3 bd 2 ba Unit

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
$709 nightly
The price is $795
Feb 6 - Feb 7
Total with taxes and fees
Enchanting Hidden Door Escape

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (227 reviews)
"Plenty of drawers, cabinets in room. Modern appliances fostered a pleasant place. "
United States
Anonymous traveler
$123 nightly
The price is $138
Jan 18 - Jan 19
Total with taxes and fees
Residences at Solomon Pond
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

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 $129 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.

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.