Westwood Holiday Rentals

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Holiday Rentals in Westwood

"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
10.0 out of 10, Exceptional, (188)
"Wonderful room on a houseboat. Easy access to a short inexpensive ferry to Boston. This was a unique experience and Green Turtle was fabulous!"
The price is NZ$934
per night
23 May - 24 May
"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
Interior
Capricornus: Oceanside Vacation
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay on the house boat and would recommend it to others. I do wish more explicit options would be available for fragrance/chemical-free cleaning products though…"
The price is NZ$994
per night
17 Jun - 18 Jun
Capricornus: Oceanside Vacation
Dining
Fantastic 2 Bedroom Apartment Near Downtown
9.8 out of 10, Exceptional, (89)
"Very pleasant. Roomy, clean, well equipped. Neighborhood somewhat run down. On south side of city while tourist sites are on North side. We used Uber a lot. Overall nice stay. Thank you."
Fantastic 2 Bedroom Apartment Near Downtown
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Pool
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, (82)
"We came for my graduation and everything was awesome. Driving to the inner city can be chaotic. This was just close enough where we could enjoy the piece and quiet at the end of the day, while still being close to where wr needed to be. Everything was clean and beautiful. If you have the opportunity to stay here, do it. You will not regret it."
The price is NZ$524
per night
4 Jun - 5 Jun
Beautiful Retreat close to Downtown Boston. Pets friendly.
Interior
Boston's Finest New Renovated Apartment
9.8 out of 10, Exceptional, (22)
"The property worked out well for us and Cutis was a very helpful and gracious host. Everything worked out fine for us and we appreciated his helpfulness"
Boston's Finest New Renovated Apartment
Marina
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
9.8 out of 10, Exceptional, (160)
"My son and I stayed here on a spring break trip. The location was a 5 min walk from the USS Constitution, a 10 min walk to Bunker Hill and a 20-30 min walk to the North End. However because we were on a boat in a marina there was zero traffic noise and that combined with the rocking motion of the houseboat meant I slept extremely well. Bonus: we were visited on several days by a pair of ducks who would hang out on the patio with us. Got to love a vacation home that comes with pets! Downsides?...
The price is NZ$930
per night
6 Jun - 7 Jun
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Interior
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
9.8 out of 10, Exceptional, (139)
"We can't say enough positive things about this rental! The place was lovely, clean, warm & inviting, and felt like home away from home! The whole place is so cute and comfy, from the complimentary drinks to the peaceful bedrooms. Everyone, from Grandma to the Graduate, loved being able to spend time together. The communication was excellent and Jack was so easy to work with. We look forward to coming back to see more of Boston. If you're looking for the perfect place to relax, recharge and...
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Deluxe Studio Suite | Living area
28 Fenway
2.0 star property
9.6 out of 10, Exceptional, (49)
"Cozy accommodations close to Back Bay and Fenway. A little too cozy for a couple - better for a solo leisure stay (no desk or working space). Rooms in pics look bigger than what it actually is. Garden level rooms will be a bit noisy. Excellent location and spotless and good security. "
28 Fenway
Property grounds
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (831)
"The hotel was very nice but disappointed considering the price that there were not services, ie breakfast and round the clock manager on site."
The price is NZ$327
per night
27 May - 28 May
Crescent Suites Hotel
Apartment
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (143)
"Great location, walking distance to Fenway. Very pleasant experience, would highly recommend."
Charlesgate Suites
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
Fridge, microwave, coffee/tea maker, toaster
Boston's Most Charming Bed & Breakfast - Heart of the City
9.6 out of 10, Exceptional, (97)
"Great property. Great location. Great owner and great / fast communicaton."
Boston's Most Charming Bed & Breakfast - Heart of the City
TV, DVD player, books, music library
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
9.6 out of 10, Exceptional, (132)
"Good location. Easy communications with host. Easy entrance and exit procedures."
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
Exterior
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (779)
"I used No 284 powered by Sonder as I was attending a conference in the Hynes conference center this week. The location is perfect and very close to the conference center and prudential shopping center, with plenty of great food and drink options close by. The room was spotless and very convenient with touchless check in and entry via an app. For the cost of the room, I would have expected a bit more space, but it is prime real estate in central Boston... All in all, great experience, would go...
The price is NZ$463
per night
17 Jun - 18 Jun
No. 284 powered by Sonder
Courtyard
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, (2205)
"Very clean and comfortable "
The price is NZ$295
per night
6 Jun - 7 Jun
HYATT house Boston/Burlington
Suite, 1 Double Bed, Accessible
Sonder The Magnolia
3.5 star property
9.0 out of 10, Wonderful, (32)
"The room/unit we were in was above shake shack so you could here the music and noise from the restaurant. Location was great for us though it was Midway between fenway and Boston common in back bay. We took the free logan express bus to back bay and the room was 1 block away. Only $3 to go back to the airport. "
The price is NZ$658
per night
23 May - 24 May
Sonder The Magnolia
Interior
90-Boston Spacious Convenient Apartment
9.0 out of 10, Wonderful, (24)
"We had a wonderful stay! The view from the kitchen window is amazing! Very convenient location. We were able to walk for groceries, dining and entertainment. Would definitely recommend. It was spacious and very cozy."
The price is NZ$613
per night
28 May - 29 May
90-Boston Spacious Convenient Apartment
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, (171)
"The Pierce was awesome! Beautiful views from the room, great location to go see a Sox game, super clean and great staff!!! I can’t say enough good things about it, if I go back to Boston, this is where I’m staying no question. "
The price is NZ$597
per night
16 Jun - 17 Jun
Sonder at Pierce Boston
Interior
Sonder 907 Main
4.0 star property
8.2 out of 10, Very good, (337)
"Fabulous location and the rooms are awesome. So Boston!!"
The price is NZ$456
per night
16 Jun - 17 Jun
Sonder 907 Main
Front of property
89 Marion
2.0 star property
8.2 out of 10, Very good, (133)
"very lovely and high end classy stay with direct access to transportation and walkable to rests and trade joes'. however disappointingly lacked body bath soap!"
The price is NZ$399
per night
29 May - 30 May
89 Marion
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See all available properties in Westwood
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.

Other types of properties in Westwood you may be interested in

Exterior
Seaport Hotel Boston
4.0 star property
9.6 out of 10, Exceptional, (2155)
"All of the employees of the hotel were so wonderful and helpful, which made our stay at the hotel so great."
The price is NZ$521
per night
23 May - 24 May
Seaport Hotel Boston
Interior detail
The Dagny Boston
4.0 star property
9.2 out of 10, Wonderful, (3528)
"Amazing hotel. Perfectly located for walking around. 10 minutes from the Boston Common and shopping areas, good restaurants. Hotel is beautiful and clean, the restaurant and cafe in the hotel were both amazing. Upon arrival expedia did not have our reservation sent to the hotel (Expedia’s mistake) and the hotel staff immediately got us a room and apologized for the mix up, and price matched the Expedia price for me. I would absolutely recommend staying here. "
The price is NZ$335
per night
27 May - 28 May
The Dagny Boston
Exterior
Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, (2070)
"Very convenient to Seaport, Chinatown and South Boston. Great dining and sports bar. "
The price is NZ$342
per night
27 May - 28 May
Omni Boston Hotel at the Seaport
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Westwood holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Westwood. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Westwood. Seeing all the best attractions is bound to make you fall in love with Westwood. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Westwood short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Westwood?

Yes, we have holiday rentals where you'll be just 13.4 mi (21.6 km) from New England Aquarium, giving you a more secluded option to escape the hustle and bustle. Westwood is known for its restaurants and shopping. Make sure you have time to check out the monuments and sporting events during your trip.

What are some of the best holiday rentals that Westwood has to offer?

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi: This holiday home rental outside of Westwood is located in the city centre, 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 that you can cook with friends or family.

How many holiday rentals will I find in Westwood?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Westwood stay.

What can I see and do in Westwood?

Explore the area and family-friendly sights such as New England Aquarium, or get out into nature at a spot like Copley Square. While in the area, you can also visit popular places such as Fenway Park and TD Garden.

What are holiday rentals like in Westwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westwood. Holiday rentals offer amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.

Recent reviews of Westwood properties
Expedia verified reviews