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South Weymouth Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for South Weymouth vacation 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 CA $262
CA $617 total
includes taxes & fees
Oct 18 - Oct 19
Cozy three-bedroom home close to Boston w/ plenty of parking
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

2. 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 CA $272
CA $577 total
includes taxes & fees
Oct 18 - Oct 19
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
A wooden front door with a glass panel and the number 383.

3. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

FREE Parking & Bright 3BR Boston Townhouse Near Transit • 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 CA $321
CA $646 total
includes taxes & fees
Nov 1 - Nov 2
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
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, (35 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is CA $272
CA $583 total
includes taxes & fees
Oct 21 - Oct 22
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area set for six with a marble table.

5. 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 CA $378
CA $890 total
includes taxes & fees
Oct 18 - Oct 19
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.

6. 🎖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 CA $368
CA $801 total
includes taxes & fees
Nov 4 - Nov 5
🎖The Ashmont Suite - Close to Subway + Downtown🎖
A gazebo with a stone barbecue grill and a table with chairs.

7. 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 CA $196
CA $325 total
includes taxes & fees
Nov 15 - Nov 16
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

8. 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 CA $334
CA $698 total
includes taxes & fees
Oct 22 - Oct 23
Renovated Beach House Close to Everything, Minutes to Boston
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

9. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.8 out of 10, Excellent, (20 reviews)
"Cute place with a great location and responsive communication from the host. Would stay here again!"
United States
Lisa
Stunning Back Bay Studio Apartment
A rooftop dining area with outdoor seating, a view of the cityscape, and a modern building with large windows.

10. 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 CA $485
CA $1,200 total
includes taxes & fees
Oct 21 - Oct 22
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.

11. 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 CA $559
CA $972 total
includes taxes & fees
Oct 18 - Oct 19
Spectacular Ocean Sunsets I Pet Friendly
A two-story house with a gabled roof, multiple windows, and a front porch.

12. 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 CA $254
CA $322 total
includes taxes & fees
Oct 21 - Oct 22
Charming 2-bedroom apartment with WiFi, AC in superb Canton
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

13. 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 CA $173
CA $379 total
includes taxes & fees
Nov 1 - Nov 2
The Chester Hotel
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

14. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (370 reviews)
"Great location,"
United States
Rosemary
The price is CA $137
CA $231 total
includes taxes & fees
Nov 2 - Nov 3
Premier Suites - Bay Village
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

15. FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602

FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC 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 CA $302
CA $633 total
includes taxes & fees
Oct 18 - Oct 19
FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

16. Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284

Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
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 CA $347
CA $861 total
includes taxes & fees
Oct 19 - Oct 20
Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

17. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (330 reviews)
"Absolutely gorgeous apartments! Concierge was very friendly!"
United States
Kelly
The price is CA $255
CA $421 total
includes taxes & fees
Nov 10 - Nov 11
Kasa Boston at Fenway
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

18. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (180 reviews)
"Well located"
United States
Evelyn
The price is CA $145
CA $298 total
includes taxes & fees
Nov 9 - Nov 10
Maverick Suites at 400 Columbus Ave
A wooden hallway with a patterned floor leading to a door.

19. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (337 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is CA $145
CA $289 total
includes taxes & fees
Nov 16 - Nov 17
Maverick Suites at 89 Marion
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

The Godfrey Hotel Boston

The Godfrey Hotel Boston

10/10 Excellent
"Third stay here and we wouldn’t stay anywhere else. Location perfect and staff amazing and so helpful!"
Traci 3-night trip
Posted less than an hour ago
The Godfrey Hotel Boston

Find out more about South Weymouth

Everything you need to know about South Weymouth vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Weymouth vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Weymouth vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Weymouth vacation rentals we have selected for you start as low as CA $203 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 vacation 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 vacation.

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 vacation rentals in South Weymouth?

Yes, we give you a choice of vacation rentals close to top sights in South Weymouth, or you can go with a more remote option if you'd like a relaxing place to stay. South Weymouth is known for its shopping and restaurants.

What are some of the best vacation rentals in South Weymouth?

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking: Visitors like this South Weymouth vacation home rental. It 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 you can cook with friends or family.

How many vacation rentals will I find in South Weymouth?

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

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 favorite places to visit like Fenway Park and Gillette Stadium in the larger area.

What’s a vacation rental in South Weymouth like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in South Weymouth. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family gatherings.