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Holiday Rentals in South Weymouth

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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 €505
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 €311
includes taxes & fees
11 Oct - 12 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, (329 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 €277
includes taxes & fees
9 Nov - 10 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, (762 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is €327
includes taxes & fees
2 Nov - 3 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, (1,308 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is €152
includes taxes & fees
31 Oct - 1 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, (439 reviews)
"Great price for the place given the location."
United States
Beenish
The price is €225
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 €277
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 €187
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 €138
includes taxes & fees
9 Nov - 10 Nov
Premier Suites - Bay Village

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (33 reviews)
"Great location, great Apartment"
United States
Carla Patricia
The price is €314
includes taxes & fees
12 Oct - 13 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 €155
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, (156 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 €225
includes taxes & fees
1 Nov - 2 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 €234
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
8.2 out of 10, Very good, (10 reviews)
"Great place, clean, well maintained and centrally located. Excellent and timely communication."
United States
Mike Shang-Yu
The price is €239
includes taxes & fees
11 Oct - 12 Oct
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 €348
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 €187
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 €367
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 €1,101
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 €244
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
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

Everything you need to know about South Weymouth 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 South Weymouth 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 South Weymouth holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Weymouth holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Weymouth. 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 South Weymouth 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 South Weymouth holiday rentals we have selected for you start as low as €138 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Weymouth rentals

At Expedia, we put the best South Weymouth 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 South Weymouth 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 South Weymouth 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 South Weymouth. 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

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.