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Our top choices for South Weymouth holiday rentals

1. Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (60 reviews)
"Great overall stay!"
United States
Chris R.
The price is £324
includes taxes & fees
10 Nov - 11 Nov
Cozy three-bedroom home close to Boston w/ plenty of parking

2. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (98 reviews)
"Great location to explore Boston. Nice quiet historic neighborhood. Room is large and well furnished."
United States
brian b.
🎖The Boiler Room - Close to Subway & Downtown🎖

3. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Quincy
9.6 out of 10, Exceptional, (57 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is £242
includes taxes & fees
5 Nov - 6 Nov
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

4. Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Quincy
9.8 out of 10, Exceptional, (8 reviews)
"Perfect stay for the night. Communication was great and property was clean and had everything we needed."
United States
Ryan E.
The price is £238
includes taxes & fees
15 Nov - 16 Nov
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

5. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (53 reviews)
"Extraordinarily beautiful VRBO, very clean, convenient to highway, walking distance to several eateries, walk or quick drive to the Red Line to use to get into downtown Boston, and very responsive owner."
United States
Mark T.
The price is £274
includes taxes & fees
10 Nov - 11 Nov
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

6. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (772 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
The price is £181
includes taxes & fees
29 Nov - 30 Nov
Global Luxury Suites Downtown Boston

7. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (37 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is £307
includes taxes & fees
19 Nov - 20 Nov
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

8. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (42 reviews)
"Charming historic building with modern room interiors and amenities, high quality linens/towels, and an easy walk to BSO, Northeastern University, and shopping."
United States
Andrew
The price is £217
includes taxes & fees
10 Nov - 11 Nov
The Chester Hotel

9. Large Group 6BR/3BA Quincy Beach Near Boston, FREE Parking & Pet-Friendly

Large Group 6BR/3BA Quincy Beach Near Boston, FREE Parking & Pet-Friendly
Quincy
9.8 out of 10, Exceptional, (40 reviews)
"Great, spacious property for a family stay & clear communication with host. "
United States
Amber M.
The price is £436
includes taxes & fees
10 Nov - 11 Nov
Large Group 6BR/3BA Quincy Beach Near Boston, FREE Parking & Pet-Friendly

10. 🎖The Ashmont Suite - Close to Subway + Downtown🎖

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (62 reviews)
"We had a great visit and the house gave us everything we needed for a comfortable stay. The rooms were nicely furnished and the bedrooms were spacious. The location was convenient for accessing the bus and the subway. The host was very friendly and responsive. We hope to visit again!"
United States
Christina B.
The price is £408
includes taxes & fees
23 Nov - 24 Nov
🎖The Ashmont Suite - Close to Subway + Downtown🎖

11. Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.2 out of 10, Wonderful, (126 reviews)
"Overall great stay, loved the location"
United States
Anthony E.
The price is £326
includes taxes & fees
23 Nov - 24 Nov
Renovated Beach House Close to Everything, Minutes to Boston

12. 284 - Cozy House with free huge parking

284 - Cozy House with free huge parking
Quincy
9.6 out of 10, Exceptional, (81 reviews)
"Communication with the host was great! The most important"
United States
Fayette J.
The price is £356
includes taxes & fees
5 Nov - 6 Nov
284 - Cozy House with free huge parking

13. Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches
Winthrop
9.2 out of 10, Wonderful, (22 reviews)
"Very amazing room to stay! Everything was very clean and comfortable! Host was very responsive and wonderful!"
United States
Edmund W.
The price is £165
includes taxes & fees
10 Nov - 11 Nov
Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

14. Spectacular Ocean Sunsets I Pet Friendly

Spectacular Ocean Sunsets I Pet Friendly
Weymouth
9.0 out of 10, Wonderful, (6 reviews)
"We had a wonderful stay in this beautiful spot!"
United States
Laura A.
The price is £512
includes taxes & fees
5 Nov - 6 Nov
Spectacular Ocean Sunsets I Pet Friendly

15. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (38 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is £231
includes taxes & fees
10 Nov - 11 Nov
The Concord Hotel

16. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.6 out of 10, Exceptional, (51 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
The price is £218
includes taxes & fees
9 Nov - 10 Nov
Bright 2BR by Boston Waterfront

17. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (394 reviews)
"Good place to stay."
United States
Jaetaek
The price is £111
includes taxes & fees
9 Nov - 10 Nov
Premier Suites - Bay Village

18. 60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston

60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston
Mattapan
9.6 out of 10, Exceptional, (30 reviews)
"Enjoyed our stay"
United States
Sybal C.
The price is £238
includes taxes & fees
5 Nov - 6 Nov
60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston

19. 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, (164 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 £155
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 40 Temple St

20. 🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (125 reviews)
"Host was very friendly and attentive, responded quickly to messages. Everything worked out as planned and we’d love to stay there again the next time we come to Boston! Thanks for a great place to stay."
United States
Michael P.
The price is £286
includes taxes & fees
15 Nov - 16 Nov
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
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 £111 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. 

Explore a world of travel with Expedia

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.