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Wellesley Holiday Rentals

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Holiday Rentals in Wellesley

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very good, (493)
"We enjoyed our stay. It was walkable to Chinatown. Very accessible to subway station. We liked that our room was on the top floor. "
The price is AU$417
includes taxes & fees
8 Dec - 9 Dec
Global Luxury Suites Downtown Boston

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (152)
"Everything good "
The price is AU$350
includes taxes & fees
26 Dec - 27 Dec
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (951)
"It was great. Very clean and especially loved the heating fan in the bathroom. The only thing I’d recommend to enhance the experience would be a more comfortable sofa bed. "
The price is AU$292
includes taxes & fees
7 Dec - 8 Dec
Crescent Suites Hotel

Temple Place Suites

2.5 star property
6.8 out of 10, (171)
"It would be pretty hard to beat the convenience of this location. You can walk to pretty much anywhere in Boston from here. Subways were close, there's plenty of places to eat right near by. The communication from the property management was excellent. Expect this place to be... quirky. It's definitely run down. The elevator was an adventure, though it always ran. The water pressure is lacking. The floor was very squeaky. Our room was very dark. And the bed was not particularly comfortable. But...
The price is AU$265
includes taxes & fees
11 Dec - 12 Dec
Temple Place Suites

Bay Village Suites

2.0 star property
6.4 out of 10, (135)
"It was cosy and worth the bucks "
Bay Village Suites

Sonder 907 Main

4.0 star property
8.2 out of 10, Very good, (403)
"Perfect location!"
The price is AU$222
includes taxes & fees
22 Dec - 23 Dec
Sonder 907 Main

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very good, (110)
"Fourth floor walk up, nice place. No front desk, all access information provided ahead of time. "
The price is AU$377
includes taxes & fees
26 Dec - 27 Dec
Maverick Suites at 245 Newbury St

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (195)
"The place is clean and functional. The kitchen area is equipped with a fridge (no freezer), a microwave oven, a coffee maker (with coffee pods provided for the number of days of stay), dish detergent and sponge for washing up. There are mugs, bowls, dishes and silverware in the cupboard. The bathroom is clean, with clean towels, shampoo and soap. The walls and floors are a bit thin and there can be some noise from neighbors, but not a lot. Self check-in is easy, with access codes sent the day...
The price is AU$279
includes taxes & fees
29 Nov - 30 Nov
Maverick Suites at 89 Marion

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (849)
"Nice property, good sized and well furnished."
The price is AU$270
includes taxes & fees
23 Dec - 24 Dec
No. 284 powered by Sonder

Premier Suites - Bay Village

2.0 star property
6.2 out of 10, (132)
"Great location, great communication. Perfect place to stay if you just need a place to sleep close to the train station. Expect it to be… rustic. Bring shower shoes for the shared bathroom. The bed was super comfortable. It’s a tiny space, but has everything you need if you’re not going to be in the room much. Overall, good experience. Just don’t go into it expecting the space to be perfect."
Premier Suites - Bay Village

Maverick Suites at 40 Temple St

2.0 star property
7.4 out of 10, Good, (70)
"Beacon Hill is a good central location and about 30 minutes walk to the Convention Center. There’s a Whole Foods nearby for groceries. My room was small but fine for one person. Check in and out was easy. My only complaint was that there was no way to adjust the fan speed on the climate control and it was noidy but this was not a dealbreaker. "
The price is AU$377
includes taxes & fees
26 Dec - 27 Dec
Maverick Suites at 40 Temple St

Global Luxury Suites East Boston

4.0 star property
7.0 out of 10, Good, (120)
"Good stay. No problems. Just need to work on communication before the stay and maybe get a 24 hr desk. Lovely apartment though and very clean. Lovely neighbourhood and right by the pier. Would love to come back "
The price is AU$448
includes taxes & fees
28 Nov - 29 Nov
Global Luxury Suites East Boston

Sonder at Pierce Boston

4.0 star property
8.8 out of 10, Excellent, (207)
"Loved the views for this place! Its close to everything. There is no parking so we just ubered and walked everywhere. It was nice and clean"
The price is AU$301
includes taxes & fees
19 Dec - 20 Dec
Sonder at Pierce Boston

Maverick Suites at 400 Columbus Ave

2.0 star property
7.6 out of 10, Good, (93)
"Having to have cleaning of the room as an extra charge should be noted clearly for any future occupants. The unit is not close to any restaurant or store unless you want to walk 10 minutes to get there and carry anything back. It is not convenient to anything of note. Would not stay there again. It was clean but that's the best I could say for the property. "
The price is AU$368
includes taxes & fees
26 Dec - 27 Dec
Maverick Suites at 400 Columbus Ave

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (49)
"Easy transaction and super convenient"
The price is AU$368
includes taxes & fees
26 Dec - 27 Dec
Maverick Suites at 402 Columbus Ave

Boston Harbor Yacht, AC/Heat, Walk to North End WiFi

9.6 out of 10, Exceptional, (130)
"The location is awesome, you can walk to the USS Constitution and the ferry to the north end. Boat is very nice. The check in was amazing. Some advice- it is a steep step climb to the boat so pack accordingly (our heavy suitcases were a challenge but was workable…use duffles if you can (we were on the road for a while so this was on us). The only other thing to note is the stove does not work, we bought stuff to cook but it is just a microwave. Overall, awesome stay. "
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi

Beautiful Retreat close to Downtown Boston. Pets friendly.

9.8 out of 10, Exceptional, (112)
"Great location, easy to get to and perfect little touches such as thick toilet paper, available toiletries, welcome snacks and very comfortable beds."
The price is AU$548
includes taxes & fees
27 Dec - 28 Dec
Beautiful Retreat close to Downtown Boston. Pets friendly.

Sonder The Magnolia

3.5 star property
8.8 out of 10, Excellent, (49)
"Sensational location "
The price is AU$312
includes taxes & fees
8 Dec - 9 Dec
Sonder The Magnolia

Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs

7.0 out of 10, Good, (21)
"It's in a basement and there was a door to another part of the basement that was locked and we could see a light that was on all night on the other side. It was very quiet though, great if you just need somewhere to sleep."
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs

Boston's Finest New Renovated Apartment

9.6 out of 10, Exceptional, (36)
"We enjoyed our stay and especially appreciated the comfortable beds!"
Boston's Finest New Renovated Apartment
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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Other types of properties in Wellesley you may be interested in

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2737)
"Na"
The price is AU$297
includes taxes & fees
20 Dec - 21 Dec
Seaport Hotel Boston

Hilton Boston Park Plaza

4.0 star property
8.4 out of 10, Very good, (3549)
"My go to when visit my child at college"
The price is AU$277
includes taxes & fees
27 Dec - 28 Dec
Hilton Boston Park Plaza

Omni Parker House

4.0 star property
8.8 out of 10, Excellent, (3111)
"Great location for walking around. The staff at the Omni is top notch. We have come back to this hotel for the past 7 years and will continue!"
The price is AU$335
includes taxes & fees
30 Nov - 1 Dec
Omni Parker House
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find holiday rentals in Wellesley?

Yes, there are holiday rentals in Wellesley close to Massachusetts Horticultural Society's Gardens at Elm Bank, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Wellesley has to offer?

Modern home-like 3BR2BA Retreat/Minutes to T: This holiday 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 that you can cook with friends or family.

How many holiday rentals are there in Wellesley?

Choose from 7 Expedia holiday rentals in Wellesley for a memorable holiday.

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 holiday rentals like in Wellesley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wellesley. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.