Wellesley Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Wellesley vacation rentals

Rooftop terrace

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)
"Great location, Central to all main attractions and great restaurants, food, entertainment. Custom house is fantastic building rich in history. Great place to stay in Boston "
Australia
Antonios
The price is P20,559
P23,633 total
includes taxes & fees
May 25 - May 26
Marriott Vacation Club® at Custom House, Boston
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (691 reviews)
"The property is located close to a T station and right at the edge of Chinatown so there's a lot of restaurants and bakeries nearby. We love the apartment's high ceiling making the place feel more spacious. The property is clean and the kitchen well stocked with plates and cups. Overall a very enjoyable stay."
United States
Annie
The price is P11,454
P15,885 total
includes taxes & fees
May 31 - Jun 1
Global Luxury Suites Downtown Boston
Premium bedding, desk, iron/ironing board, free WiFi

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 P14,428
P27,038 total
includes taxes & fees
May 31 - Jun 1
Charlesgate Suites
Exterior

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, (167 reviews)
"Great place for a solo business trip. Great location"
United States
Eleazar
The price is P13,694
P21,734 total
includes taxes & fees
May 31 - Jun 1
Maverick Suites at 245 Newbury St
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (113 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 P13,912
P21,567 total
includes taxes & fees
May 19 - May 20
Maverick Suites at 40 Temple St
Iron/ironing board, free WiFi, bed sheets

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (276 reviews)
"Yes and clean"
United States
Sindy
The price is P7,311
P11,539 total
includes taxes & fees
May 19 - May 20
Premier Suites - Bay Village
42-inch TV with satellite channels

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (147 reviews)
"The property is clean and for the money, is a win for the visitor. "
United States
Ramon S
The price is P11,730
P19,058 total
includes taxes & fees
May 17 - May 18
Maverick Suites at 400 Columbus Ave
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (360 reviews)
"Great stay. "
United States
Anna
The price is P11,730
P19,407 total
includes taxes & fees
May 17 - May 18
Maverick Suites at 28 Fenway
Living area

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 P42,919
P59,788 total
includes taxes & fees
May 12 - May 13
The Monty Boston
Living area

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 P12,494
P22,027 total
includes taxes & fees
May 18 - May 19
The Chester Hotel
Interior

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 P10,002
P25,005 total
includes taxes & fees
May 17 - May 18
Apt in Historic Lynn Neighborhood: 2 Mi to Beach!
1 bedroom, desk, laptop workspace, free WiFi

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 P9,214
P17,064 total
includes taxes & fees
May 12 - May 13
Furnished Apartments near Encore Boston
Interior

Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
8.8 out of 10, Excellent, (12 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 P9,166
P17,504 total
includes taxes & fees
May 12 - May 13
Furnished Apts near Harvard Stadium
Exterior

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 P11,730
P19,058 total
includes taxes & fees
May 19 - May 20
Maverick Suites at 402 Columbus Ave
Interior entrance

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 P9,766
P16,325 total
includes taxes & fees
May 18 - May 19
Maverick Suites at 89 Marion
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,193 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is P8,675
P9,690 total
includes taxes & fees
May 25 - May 26
Crescent Suites Hotel
5 bedrooms, desk

Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
2.0 star property
Stoneham
Enchanting Hidden Door Escape
Indoor pool, pool umbrellas, sun loungers

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 P12,134
P16,665 total
includes taxes & fees
May 24 - May 25
Global Luxury Suites East Boston
Interior

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (238 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 P6,492
P7,252 total
includes taxes & fees
May 25 - May 26
Residences at Solomon Pond
Interior

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 P44,495
P79,314 total
includes taxes & fees
May 12 - May 13
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

The Revolution Hotel

The Revolution Hotel

10/10 Excellent
"Very clean, a lot of bathrooms on each floor. Never had to wait to use one. Greta location in Boston."
Cera 4-night trip
Posted 2 hours ago
The Revolution Hotel

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:

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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.

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 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.