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Wellesley Vacation Rentals

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Vacation Rentals in Wellesley

Lobby lounge
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very Good, (406)
"Decent place"
The price is $190
$343 total
includes taxes & fees
May 27 - May 28
Global Luxury Suites Downtown Boston
Courtyard
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, (2202)
"Very clean and comfortable "
The price is $186
$208 total
includes taxes & fees
Jun 7 - Jun 8
HYATT house Boston/Burlington
Deluxe Studio Suite | Living area
28 Fenway
2.0 star property
9.4 out of 10, Exceptional, (46)
"The property was perfect, very clean, comfortable, and modern finishes. It was graduation season when I stayed there, so it was a little loud, but I brought a sound machine, which helped a lot, since I am a light sleeper. Highly recommend this place--great location, close to lots of things to do, good food, and shopping. "
28 Fenway
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Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites
2.5 star property
6.8 out of 10, (81)
"Property was excellent, right outside were too many bums I had to walk by in order to get there"
The price is $130
$204 total
includes taxes & fees
May 14 - May 15
Temple Place Suites
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites
2.0 star property
6.2 out of 10, (54)
"Location great. "
Bay Village Suites
Interior
Sonder 907 Main
4.0 star property
8.2 out of 10, Very Good, (333)
"Fabulous location and the rooms are awesome. So Boston!!"
The price is $306
$354 total
includes taxes & fees
May 26 - May 27
Sonder 907 Main
Property grounds
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (825)
"Our quick one night stay was great! Dana was very helpful at check in- a map of all the walkable restaurants for dinner and a recommendation for breakfast. The room was clean and the bed was comfortable. Would definitely stay here again."
The price is $174
$195 total
includes taxes & fees
May 30 - May 31
Crescent Suites Hotel
Exterior
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (776)
"Quiet at night yet just one block away from Newbury street with many restaurants, coffee shops and shopping."
The price is $285
$336 total
includes taxes & fees
May 27 - May 28
No. 284 powered by Sonder
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village
2.0 star property
6.2 out of 10, (75)
"I recently stayed at a hotel in Boston with a bay view. The location of the hotel was great, and it was easy to communicate with the staff. However, I found that the building and room were starting to look tired and could use some updating. On the positive side, there were plenty of things to do in the area, and the check-in process was smooth. Overall, the hotel's location and communication were excellent, but improvements could be made in terms of the building and room condition."
Premier Suites - Bay Village
Rooftop terrace
Global Luxury Suites East Boston
4.0 star property
7.0 out of 10, Good, (85)
" It was very important that I called a week ahead to pay for parking and to make sure a lockbox was ready for us when we arrived after midnight when no one was at the main desk. I had to call again before we got on the plane for our lock box code. It was close to the subway entrance. The pool was in a different building and it was closed for maintenance. The main reason I picked this location was the pool for our son, he was very disappointed."
The price is $349
$516 total
includes taxes & fees
May 14 - May 15
Global Luxury Suites East Boston
Iron/ironing board, free WiFi
400 Columbus Avenue
2.0 star property
7.6 out of 10, Good, (51)
"Close to center, quiet area"
The price is $165
$282 total
includes taxes & fees
May 14 - May 15
400 Columbus Avenue
Exterior
245 Newbury St
2.0 star property
8.0 out of 10, Very Good, (76)
"Codes and entry were a bit confusing. Maybe even clearer directions to enter suite?"
The price is $196
$317 total
includes taxes & fees
May 26 - May 27
245 Newbury St
Front of property
89 Marion
2.0 star property
8.2 out of 10, Very Good, (130)
"Good property in great walkable neighborhood. A little noise from the upstairs people on the floors but all manageable. Highly recommend."
The price is $117
$220 total
includes taxes & fees
May 14 - May 15
89 Marion
Front of property
40 Temple St
2.0 star property
7.8 out of 10, Good, (55)
"Excellent stay in a convenient part of town. Love that everything was online and easy from booking, to checkin, property entry codes to checkout. Will stay again!"
The price is $204
$326 total
includes taxes & fees
May 27 - May 28
40 Temple St
Apartment, 2 Bedrooms | Living area | 42-inch flat-screen TV with digital channels, TV, streaming services
Sonder at Pierce Boston
4.0 star property
8.8 out of 10, Excellent, (170)
"Very nice "
The price is $425
$502 total
includes taxes & fees
May 27 - May 28
Sonder at Pierce Boston
Apartment | Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (143)
"Very well maintained bed and pillows are extremely comfortable and area is in a good location 8min walk from fenway and an average 10 to 15min uber drive to everything you'd love to see in boston"
Charlesgate Suites
Pool
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, (80)
"Very clean, cute place. Area is a bit off main roads/hard to find food around - plan ahead"
The price is $126
$322 total
includes taxes & fees
Jun 4 - Jun 5
Beautiful Retreat close to Downtown Boston. Pets friendly.
Interior
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
9.6 out of 10, Exceptional, (124)
"It was everything we thought as far as location in the boat itself, but the exterior of the boat was in need of a cleaning the bathtowels. What didn't you and mildew smelling the betting was tingy. And a little smelly, but overall, the place was clean in general. And had everything you'd want or need."
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
Interior
Boston's Finest New Renovated Apartment
9.8 out of 10, Exceptional, (21)
"Curtis’s place was perfect for my family and I visiting Boston, MA!"
Boston's Finest New Renovated Apartment
Property grounds
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs
7.2 out of 10, Good, (14)
"If you are looking for a room with a view, this is not your place. If you want a very comfortable bed, a hot shower, and a place to rest after a long day, this is as good as any. If you want your money to go toward a lady with young kids instead of a mega millionaire, stay here. This is in the southern suburbs of Boston. Not handicapped accessible because you have to go down 4 steps. "
The price is $70
$123 total
includes taxes & fees
May 14 - May 15
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs
Don't see what you're looking for?
See all available properties in Wellesley
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.

Wellesley Vacation Rental Travel Info

Number of vacation rentals
13
Popular accommodation
Wellesley private vacation homes
Known landmarks
Legacy Place, Cochituate State Park and Larz Anderson Auto Museum
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Wellesley you may be interested in

Exterior
Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, (2041)
"We had an excellent stay at the Omni Seaport. The facilities were modern and updated. There are so many things to do (and eat!) both in and out of the hotel. Will definitely be back."
The price is $197
$259 total
includes taxes & fees
Jun 9 - Jun 10
Omni Boston Hotel at the Seaport
Interior detail
The Dagny Boston
4.0 star property
9.2 out of 10, Wonderful, (3496)
"Extremely clean and quiet."
The price is $191
$251 total
includes taxes & fees
May 27 - May 28
The Dagny Boston
Room, 2 Queen Beds | Desk, laptop workspace, blackout drapes, iron/ironing board
Four Points by Sheraton Boston Newton
3.5 star property
8.2 out of 10, Very Good, (2026)
"The service was great and helpful"
The price is $151
$169 total
includes taxes & fees
May 27 - May 28
Four Points by Sheraton Boston Newton
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.

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 $70 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?

Modern home-like 3BR2BA Retreat/Minutes to T: This vacation home rental outside of Wellesley is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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 7 Expedia vacation rentals in Wellesley for a memorable vacation.

What can I see and do in Wellesley?

Elm Bank Reservation and Hemlock Gorge Reservation 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 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.

Recent reviews of Wellesley properties
Expedia verified reviews

Hilton Boston Park Plaza

Hilton Boston Park Plaza

5/5 Excellent
Everything was great
"The service was great and the room was clean and lovely...but we had a connecting door and it had zero sound proofing. Maybe its not so bad if your family /friends have a connecting room, but we could hear full-blown conversations at night and it kept me up. It didn't ruin our otherwise lovely stay, but I wish I'd known prior. "
A verified traveler stayed at Hilton Boston Park Plaza
Posted 11 hours ago
Hilton Boston Park Plaza