Wellesley Holiday Rentals from €137: Search Short-Term Rentals

Q: 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.

Check Wellesley holiday rental availability

Holiday Rentals in Wellesley

"We enjoyed our stay. It was walkable to Chinatown. Very accessible to subway station. We liked that our room was on the top floor. "

includes taxes & fees

8 Dec - 9 Dec

Deluxe Studio Suite (2nd Floor - Unit 202) | Living area

"Everything good "

includes taxes & fees

26 Dec - 27 Dec

"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. "

includes taxes & fees

2 Dec - 3 Dec

"It was located conveniently for shops and the park and the rooms and bedding were very clean. The cleaning staff kept on top of the communal bathrooms but the cleanliness would depend on the guests that used it in between the cleaning. The picture you see in the advert is not the rooms i looked at or stayed in. The rooms are a lots more worn with some dark decor and peeling wallpaper with worn carpeting in areas, not polished wood floors as seen in pictures. That said it is clean, fresh clean...

includes taxes & fees

11 Dec - 12 Dec

Desk, laptop workspace, free WiFi, bed sheets

"It was cosy and worth the bucks "

"Perfect location!"

includes taxes & fees

24 Dec - 25 Dec

"Fourth floor walk up, nice place. No front desk, all access information provided ahead of time. "

includes taxes & fees

26 Dec - 27 Dec

"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...

includes taxes & fees

29 Nov - 30 Nov

"Nice property, good sized and well furnished."

includes taxes & fees

23 Dec - 24 Dec

Iron/ironing board, free WiFi, bed sheets

"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."

"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. "

includes taxes & fees

26 Dec - 27 Dec

"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 "

includes taxes & fees

28 Nov - 29 Nov

42-inch flat-screen TV with digital channels, TV, streaming services

"Fantastic, Pierce-Sonder is always our first choice while visiting Boston. We come often for treatment at Dana Farber Cancer Institute. "

includes taxes & fees

19 Dec - 20 Dec

"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. "

includes taxes & fees

26 Dec - 27 Dec

"Easy transaction and super convenient"

includes taxes & fees

26 Dec - 27 Dec

"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. "

"Great location, easy to get to and perfect little touches such as thick toilet paper, available toiletries, welcome snacks and very comfortable beds."

includes taxes & fees

27 Dec - 28 Dec

"Sensational location "

includes taxes & fees

8 Dec - 9 Dec

"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."

"We enjoyed our stay and especially appreciated the comfortable beds!"

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Other types of properties in Wellesley you may be interested in

"Na"

includes taxes & fees

20 Dec - 21 Dec

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includes taxes & fees

27 Dec - 28 Dec

"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!"

includes taxes & fees

29 Nov - 30 Nov

Find out more about Wellesley

Everything you need to know about Wellesley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wellesley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wellesley holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wellesley holiday rentals we have selected for you start as low as €137 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 holiday 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 holiday.

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.

Recent reviews of Wellesley properties

5/5 Excellent

"Excellent hotel super close to the airport. "

A verified traveller stayed at Hilton Boston Logan Airport

Posted 12 hours ago

5/5 Excellent

"Just checked in for the night to catch an early flight out of Logan airport. Hotel is on a divided road, so if you need to go in the opposite direction you'll need to go right and find a traffic light to make a U-turn at. Going to Logan you can just turn right and go straight to get there in 10-15 minutes. Room is spacious, clean and has mini fridge and coffee maker. It also has breakfast and a restaurant on-site. Wi-Fi is okay but not great for streaming. If you pay you can get faster speed. Parking is $ 20 per night and the lot is large. You do need to get a ticket to get into the parking lot and then have it validated at the front desk to exit. You can come and go as many times as you want, just need to repeat the ticket/validation process each time. Front desk person was polite and very efficient."

A verified traveller from Caribou stayed at Hampton Inn Boston - Logan Airport

Posted 1 day ago

5/5 Excellent

"My colleague and I stayed here for a conference across the bay. Thankfully we were just a shuttle ride to the subway and could get there easily and find tons of dining options. The staff was super helpful and gracious and the hotel is quite lovely. If you love the subway like we do, this is a great option for staying affordable in Boston. "

A verified traveller stayed at Hyatt Regency Boston Harbor

Posted 2 days ago

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All accommodation types in Wellesley

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.

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Holiday Rentals in Wellesley

Check Wellesley holiday rental availability

Holiday Rentals in Wellesley

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

Crescent Suites Hotel

Crescent Suites Hotel

Temple Place Suites

Temple Place Suites

Bay Village Suites

Bay Village Suites

Sonder 907 Main

Sonder 907 Main

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

No. 284 powered by Sonder

No. 284 powered by Sonder

Premier Suites - Bay Village

Premier Suites - Bay Village

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

Global Luxury Suites East Boston

Global Luxury Suites East Boston

Sonder at Pierce Boston

Sonder at Pierce Boston

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave

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

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

Beautiful Retreat close to Downtown Boston. Pets friendly.

Beautiful Retreat close to Downtown Boston. Pets friendly.

Sonder The Magnolia

Sonder The Magnolia

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

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

Boston's Finest New Renovated Apartment

Boston's Finest New Renovated Apartment

Other types of properties in Wellesley you may be interested in

Seaport Hotel Boston

Seaport Hotel Boston

Hilton Boston Park Plaza

Hilton Boston Park Plaza

Omni Parker House

Omni Parker House

Find out more about Wellesley

Find out more about Wellesley

Recent reviews of Wellesley properties

Recent reviews of Wellesley properties

Hilton Boston Logan Airport

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions