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South Weymouth Holiday Rentals

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Our top choices for South Weymouth holiday rentals

1. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (674 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is NZ$1,010
includes taxes & fees
8 Nov - 9 Nov
Marriott Vacation Club® at Custom House, Boston

2. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (40 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is NZ$655
includes taxes & fees
14 Oct - 15 Oct
The Chester Hotel

3. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (326 reviews)
"The unit was comfortable, elevators were fast, location was super convenient. The only thing that made me uncomfortable was their remote check-in process when you are made to upload facial scans and pictures of your ID."
United States
Sara
The price is NZ$554
includes taxes & fees
2 Nov - 3 Nov
Kasa Boston at Fenway

4. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (761 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is NZ$701
includes taxes & fees
8 Nov - 9 Nov
Global Luxury Suites Downtown Boston

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,306 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is NZ$267
includes taxes & fees
6 Nov - 7 Nov
Crescent Suites Hotel

6. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (437 reviews)
"Great price for the place given the location."
United States
Beenish
The price is NZ$450
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway

7. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (213 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is NZ$540
includes taxes & fees
9 Nov - 10 Nov
Global Luxury Suites East Boston

8. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (331 reviews)
"Area is quiet, building is modern, super clean and roomy. Plenty of places to eat within walking distance. Green line is an easy, short walk. Elevator wasn't working, but we were notified ahead of time and we easily managed the one flight of stairs. Would stay here again."
United States
Katerina
The price is NZ$381
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 89 Marion

9. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (363 reviews)
"Convenient location. Comfortable bed."
United States
Kayla
The price is NZ$275
includes taxes & fees
9 Nov - 10 Nov
Premier Suites - Bay Village

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (28 reviews)
"Great location, great Apartment"
United States
Carla Patricia
The price is NZ$714
includes taxes & fees
21 Oct - 22 Oct
The Concord Hotel

11. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (500 reviews)
"Great location, good value and comfortable beds"
United States
Deborah
The price is NZ$310
includes taxes & fees
9 Nov - 10 Nov
Temple Place Suites

12. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (155 reviews)
"Great property in a great location. Tons of food options nearby. Walking distance to Target and Whole Foods. Easy access to the Blue line. The neighborhood was quiet and clean. Boston common is just a block away. Definitely would stay again and highly recommend."
United States
TommyWallace
The price is NZ$450
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 40 Temple St

13. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (207 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is NZ$468
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 245 Newbury St

14. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
8.0 out of 10, Very good, (9 reviews)
"Great place, clean, well maintained and centrally located. Excellent and timely communication."
United States
Mike Shang-Yu
Furnished Apartment Near Longwood

15. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (240 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is NZ$755
includes taxes & fees
12 Oct - 13 Oct
Charlesgate Suites

16. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (177 reviews)
"Well located"
United States
Evelyn
The price is NZ$374
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 400 Columbus Ave

17. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (28 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is NZ$716
includes taxes & fees
9 Nov - 10 Nov
Symple Live

18. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (43 reviews)
"We loved the location and the host was amazing. We only wish the sidewalk construction wasn’t going on because it obstructed part of the beautiful view."
United States
Jodi
The price is NZ$2,202
includes taxes & fees
4 Nov - 5 Nov
The Monty Boston

19. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (92 reviews)
"Enjoyed the stay"
United States
Frances
The price is NZ$488
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 402 Columbus Ave

20. Marshfield Home w/ 2 Decks & Private Beach Access!

Marshfield Home w/ 2 Decks & Private Beach Access!
3.0 star property
Marshfield
The price is NZ$1,763
includes taxes & fees
18 Oct - 19 Oct
Marshfield Home w/ 2 Decks & Private Beach Access!
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 South Weymouth Hotel Reviews

Find out more about South Weymouth

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 South Weymouth 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 South Weymouth. 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 South Weymouth. Seeing all the best attractions is bound to make you fall in love with South Weymouth. 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 South Weymouth short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in South Weymouth?

Yes, there are holiday rentals close to the most popular sights in South Weymouth, or you can select a more secluded option if you're looking for a relaxing stay. South Weymouth is known for its shopping and restaurants.

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

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking: This holiday home rental outside of South Weymouth offers a balcony, a selection of games and air conditioning 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 South Weymouth?

Choose from 3 Expedia holiday rentals in South Weymouth for a memorable holiday.

What’s there to see and do in South Weymouth?

While exploring the area, visit family-friendly sights like Rockland Ice Rink, or get outside and enjoy nature at Boston Common. You’ll find favourite places to visit such as Fenway Park and Gillette Stadium in the wider area.

What’s a holiday rental in South Weymouth like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Weymouth. Holiday rentals feature extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.