Wellesley Vacation Rentals

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Our top choices for Wellesley vacation rentals

Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (631 reviews)
"Beautiful hotel and easy access to everything."
United States
Kimberely
The price is CA $422
CA $485 total
includes taxes & fees
May 10 - May 11
Marriott Vacation Club® at Custom House, Boston

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (690 reviews)
"Great staff, clean, and location"
United States
Juan
The price is CA $243
CA $340 total
includes taxes & fees
May 10 - May 11
Global Luxury Suites Downtown Boston

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (210 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is CA $288
CA $566 total
includes taxes & fees
May 10 - May 11
Charlesgate Suites

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, (166 reviews)
"Great location. Well priced. Its appeals to a specific type of traveler. Overall clean, quiet, solid WiFi services. I had some initial challenges getting in the building, but that was my fault for not checking in and providing the required documents. I would definitely stay again. PS The pizza place right across the street makes a great thin crust pie. "
United States
James
The price is CA $195
CA $349 total
includes taxes & fees
May 10 - May 11
Maverick Suites at 245 Newbury 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, (112 reviews)
"A phenomenal stay at maverick suites! The location was fantastic, the room was spotless and cozy, and the check-in/out process was a breeze. I’d happily stay here again and recommend to anyone taking a trip to Boston!"
United States
Kendra
The price is CA $192
CA $346 total
includes taxes & fees
May 10 - May 11
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, (274 reviews)
"Booked it for just 1 night. Attended a concert at the MGM 2 miles away. No street parking, its downtown Boston. We paid 38 bucks for overnight parking around the corner. Property was clean, but no heat, no hot water. March in Boston is freezing. The host answered fast w generic answers about heat n hot water."
United States
Wanya
The price is CA $146
CA $239 total
includes taxes & fees
May 10 - May 11
Premier Suites - Bay Village

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (144 reviews)
"Great location!"
United States
Kevin
The price is CA $198
CA $352 total
includes taxes & fees
May 10 - May 11
Maverick Suites at 400 Columbus Ave

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (359 reviews)
"Great stay. "
United States
Anna
The price is CA $212
CA $377 total
includes taxes & fees
May 10 - May 11
Maverick Suites at 28 Fenway

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (36 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
The price is CA $1,103
CA $1,503 total
includes taxes & fees
May 27 - May 28
The Monty Boston

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.4 out of 10, Very good, (30 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is CA $245
CA $454 total
includes taxes & fees
May 10 - May 11
The Chester Hotel

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
3.0 star property
Lynn
The price is CA $225
CA $562 total
includes taxes & fees
May 10 - May 11
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (14 reviews)
"Nice spot"
United States
Kimberly
The price is CA $268
CA $452 total
includes taxes & fees
May 9 - May 10
Furnished Apartments near Encore Boston

Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
9.0 out of 10, Wonderful, (11 reviews)
"Great property. Very clean and spacious. Easy 15 minutes walk to Harvard. Easy check in and check out process"
United States
Tho
The price is CA $377
CA $590 total
includes taxes & fees
May 9 - May 10
Furnished Apts near Harvard Stadium

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
7.8 out of 10, Good, (71 reviews)
"Apartment has everything you need with a great location. Checkin was easy and rooms were very clean. "
United States
Clodagh
The price is CA $195
CA $350 total
includes taxes & fees
May 10 - May 11
Maverick Suites at 402 Columbus Ave

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (283 reviews)
"Very nice and clean room, excellent location"
United States
Diana
The price is CA $185
CA $328 total
includes taxes & fees
May 10 - May 11
Maverick Suites at 89 Marion

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,186 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is CA $190
CA $212 total
includes taxes & fees
Jun 7 - Jun 8
Crescent Suites Hotel

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
The price is CA $415
CA $986 total
includes taxes & fees
May 19 - May 20
Enchanting Hidden Door Escape

Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (188 reviews)
"Perfect location, professional staff, great parking arrangement "
United States
Joli
The price is CA $273
CA $375 total
includes taxes & fees
May 24 - May 25
Global Luxury Suites East Boston

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (237 reviews)
"Professional and courteous staff and i formative. Room was clean and well stocked with utensils and toiletries. Best olace ive been to so far. "
United States
Joan
The price is CA $146
CA $163 total
includes taxes & fees
May 25 - May 26
Residences at Solomon Pond

Gillette Soccer Event HQ < 1 Mi to Patriot Place!

Gillette Soccer Event HQ < 1 Mi to Patriot Place!
3.0 star property
Foxborough
The price is CA $1,001
CA $1,784 total
includes taxes & fees
May 9 - May 10
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wellesley. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Centrally located in the heart of Boston near T: This vacation home rental outside of Wellesley has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 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?

Charles River and Wellesley College Botanic Gardens are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Massachusetts Horticultural Society's Gardens at Elm Bank. Other popular places to visit in the area include Fenway Park and Gillette Stadium.

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.