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South Weymouth Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for South Weymouth holiday rentals

A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

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, (58 reviews)
"Great overall stay!"
United States
Chris R.
The price is AU$635
includes taxes & fees
2 Nov - 3 Nov
Cozy three-bedroom home close to Boston w/ plenty of parking
A wooden front door with a glass panel and the number 383.

2. 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)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
The price is AU$638
includes taxes & fees
1 Nov - 2 Nov
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

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, (55 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is AU$522
includes taxes & fees
20 Oct - 21 Oct
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

4. 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, (36 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is AU$517
includes taxes & fees
20 Oct - 21 Oct
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A rooftop dining area with outdoor seating, a view of the cityscape, and a modern building with large windows.

5. 4BR 6BEDS WOLLASTON BEACH. NearBOSTON3

4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
Quincy
10.0 out of 10, Exceptional, (47 reviews)
"Kim was great in regards to communication and and answered all my questions and was very accommodating! We enjoyed our stay and the kids loved playing at the beach too as it was a couple minute walk :) Theres a playground nearby which helped out a lot too!"
United States
Jennifer V.
The price is AU$1,223
includes taxes & fees
20 Oct - 21 Oct
4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
A spacious living room with a large window overlooking a body of water, a dining area with a view, and a cozy seating arrangement.

6. Spectacular Ocean Sunsets I Pet Friendly

Spectacular Ocean Sunsets I Pet Friendly
Weymouth
8.6 out of 10, Excellent, (4 reviews)
"Location - excellent"
United States
Andrea
The price is AU$1,010
includes taxes & fees
20 Oct - 21 Oct
Spectacular Ocean Sunsets I Pet Friendly
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area set for six with a marble table.

7. Spacious 6BR Quincy Beach Near Boston | Family Vacation & Pet-Friendly 555

Spacious 6BR Quincy Beach Near Boston | Family Vacation & Pet-Friendly 555
Quincy
9.8 out of 10, Exceptional, (39 reviews)
"Great, spacious property for a family stay & clear communication with host. "
United States
Amber M.
The price is AU$893
includes taxes & fees
26 Oct - 27 Oct
Spacious 6BR Quincy Beach Near Boston | Family Vacation & Pet-Friendly 555
A modern kitchen with white cabinetry, stainless steel appliances, a large island with bar stools, pendant lighting, and a view of the outdoors through a window.

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

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (62 reviews)
"Is a great place"
United States
Ramon G.
The price is AU$787
includes taxes & fees
4 Nov - 5 Nov
🎖The Ashmont Suite - Close to Subway + Downtown🎖
A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

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

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.4 out of 10, Exceptional, (123 reviews)
"Overall great stay, loved the location"
United States
Anthony E.
The price is AU$650
includes taxes & fees
22 Oct - 23 Oct
Renovated Beach House Close to Everything, Minutes to Boston
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

10. 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 AU$377
includes taxes & fees
1 Nov - 2 Nov
The Chester Hotel
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

11. New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602

New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602
Mattapan
9.4 out of 10, Exceptional, (30 reviews)
"Our stay was wonderful. The house was exactly what was pictured. Very clean and brand new. Felt very comfortable. Nicely decorated. Beds were very comfortable as well. Linens and towels were provided as well as shampoo and body wash and hair dryer. Bedrooms are large as well. Great for large groups too. Our host was very nice and easy to contact. She also replied right away. You always hear about the owner not responding right away, but Jenny always did. I highly recommend!"
United States
Julia
The price is AU$653
includes taxes & fees
1 Nov - 2 Nov
New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602
A living room with a sofa, coffee table, and a view of the kitchen.

12. Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
10.0 out of 10, Exceptional, (61 reviews)
"This was the perfect stay for our family as we celebrated a wedding at the Red Lion Inn!!! It made everything so easy!"
United States
Kelly C.
The price is AU$1,000
includes taxes & fees
20 Oct - 21 Oct
Village Colonial / Harbor Views.
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

13. 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 AU$718
includes taxes & fees
20 Oct - 21 Oct
284 - Cozy House with free huge parking
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

14. 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, (676 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is AU$564
includes taxes & fees
1 Nov - 2 Nov
Marriott Vacation Club® at Custom House, Boston
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

15. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (332 reviews)
"Clean hotel. The space was very nice and open, Very accessible to everything I needed"
United States
Krista
The price is AU$427
includes taxes & fees
9 Nov - 10 Nov
Kasa Boston at Fenway
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

16. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,323 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is AU$215
includes taxes & fees
4 Nov - 5 Nov
Crescent Suites Hotel
A two-story house with a gabled roof, multiple windows, and a front porch.

17. Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.6 out of 10, Exceptional, (32 reviews)
"We were very pleased with the cleanliness, size of the 2 bedrooms, the kitchenette, bathroom and location! Our Host was very easily contacted and responded quickly always --- we would highly recommend this location as it was easy access to major highways. Will definitely stay again when another function happens! TY Delphine!"
United States
Patricia B.
The price is AU$332
includes taxes & fees
21 Oct - 22 Oct
Charming 2-bedroom apartment with WiFi, AC in superb Canton
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

18. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (764 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is AU$511
includes taxes & fees
3 Nov - 4 Nov
Global Luxury Suites Downtown Boston
A gazebo with a stone barbecue grill and a table with chairs.

19. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.0 out of 10, Wonderful, (71 reviews)
"Our stay was exactly what we needed while vacationing in Boston. Our host was gracious enough to even let us check in early. We had a ton of space and the beds were very comfortable. Would definitely stay again!"
United States
Cortney
The price is AU$340
includes taxes & fees
28 Oct - 29 Oct
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A living room with two sofas, a coffee table, and a patterned rug.

20. Centrally located in the heart of Boston near T

Centrally located in the heart of Boston near T
Dorchester
9.4 out of 10, Exceptional, (33 reviews)
"The location was super convenient- quick 10-15 min in/out of the city. The house was really clean! The host was very responsive."
United States
Erin D.
The price is AU$650
includes taxes & fees
3 Nov - 4 Nov
Centrally located in the heart of Boston near T
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

Hilton Boston Park Plaza

Hilton Boston Park Plaza

10/10 Excellent
"Great stay very comfortable"
Dawnmarie 1-night trip
Posted less than an hour ago
Hilton Boston Park Plaza

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, 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 favourite 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 depend 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 AU$215 per night. Entering your travel dates in the search wizard might find you 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.