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Wellesley Vacation Rentals

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Vacation Rentals in Wellesley

Premier Suites - Bay Village

2.0 star property
6.2 out of 10, (206)
"Great stay and close to my monthly event site so I hope to come back again."
The price is CA $112
CA $200 total
includes taxes & fees
Sep 1 - Sep 2
Premier Suites - Bay Village

Temple Place Suites

2.5 star property
7.0 out of 10, Good, (262)
"Very convenient place to stay, near transportation and waking distance to historic points and shopping. "
The price is CA $163
CA $275 total
includes taxes & fees
Sep 1 - Sep 2
Temple Place Suites

Bay Village Suites

2.0 star property
6.4 out of 10, (199)
"I like this place and good location!!"
The price is CA $118
CA $206 total
includes taxes & fees
Sep 1 - Sep 2
Bay Village Suites

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very good, (590)
"Staff was very friendly! "
The price is CA $272
CA $483 total
includes taxes & fees
Sep 7 - Sep 8
Global Luxury Suites Downtown Boston

Maverick Suites at 28 Fenway

3.0 star property
8.8 out of 10, Excellent, (260)
"Great location "
The price is CA $178
CA $339 total
includes taxes & fees
Sep 4 - Sep 5
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (1068)
"One of the most outstanding hotels around."
The price is CA $209
CA $233 total
includes taxes & fees
Sep 14 - Sep 15
Crescent Suites Hotel

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (518)
"Great hotel!"
The price is CA $315
CA $365 total
includes taxes & fees
Sep 1 - Sep 2
907 Main Hotel Central Square, Sonder by Marriott Bonvoy

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (250)
"Good nights sleep, cozy, nice amenities. "
The price is CA $147
CA $287 total
includes taxes & fees
Sep 1 - Sep 2
Maverick Suites at 89 Marion

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very good, (195)
"The property is clean and spacious. Quiet place."
The price is CA $140
CA $157 total
includes taxes & fees
Sep 28 - Sep 29
Residences at Solomon Pond

Maverick Suites at 40 Temple St

2.0 star property
7.4 out of 10, Good, (89)
"Loved how convenient it was to tranportation. As well as the tall ceilings felt very homey and luxurious at the samr time."
The price is CA $233
CA $394 total
includes taxes & fees
Sep 4 - Sep 5
Maverick Suites at 40 Temple St

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very good, (139)
"Clean. Great location. "
The price is CA $250
CA $414 total
includes taxes & fees
Sep 1 - Sep 2
Maverick Suites at 245 Newbury St

The Chester Hotel

4.0 star property
9.0 out of 10, Wonderful, (19)
"Great place to stay in Boston and near colleges."
The price is CA $245
CA $526 total
includes taxes & fees
Sep 1 - Sep 2
The Chester Hotel

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (59)
"Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!"
The price is CA $153
CA $303 total
includes taxes & fees
Sep 1 - Sep 2
Maverick Suites at 402 Columbus Ave

Global Luxury Suites East Boston

4.0 star property
6.8 out of 10, (162)
"All was great, the appartement itself, the location and not the least the use of the gym, dundeck and pool. Really a great place to enjoy Boston!"
The price is CA $230
CA $422 total
includes taxes & fees
Sep 4 - Sep 5
Global Luxury Suites East Boston

Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

4.0 star property
8.8 out of 10, Excellent, (261)
"Great location for a family close to Fenway. Beds were a little hard. "
The price is CA $366
CA $431 total
includes taxes & fees
Sep 21 - Sep 22
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

4.0 star property
9.4 out of 10, Exceptional, (931)
"Beautiful property "
The price is CA $356
CA $420 total
includes taxes & fees
Sep 21 - Sep 22
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

The Monty Boston

2.5 star property
9.6 out of 10, Exceptional, (20)
"Everything was great to live in this place! Very spacious and convenient."
The price is CA $756
CA $1,106 total
includes taxes & fees
Sep 2 - Sep 3
The Monty Boston

Charlesgate Suites

3.5 star property
9.4 out of 10, Exceptional, (185)
"Awesome property, conveniently located near everything, especially Fenway. Definitely will stay here again. "
The price is CA $239
CA $512 total
includes taxes & fees
Sep 2 - Sep 3
Charlesgate Suites

Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

3.5 star property
8.8 out of 10, Excellent, (70)
"Great place , size of the apartment , very clean"
The price is CA $461
CA $544 total
includes taxes & fees
Sep 28 - Sep 29
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

Maverick Suites at 400 Columbus Ave

2.0 star property
7.4 out of 10, Good, (120)
"Property is located in a very nice area. No frill, what they advertise, you get. "
The price is CA $197
CA $352 total
includes taxes & fees
Sep 21 - Sep 22
Maverick Suites at 400 Columbus Ave
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

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wellesley vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wellesley vacation rentals we have selected for you start as low as CA $112 per night. Entering your travel dates in the search wizard 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 11 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.