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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for South Weymouth holiday rentals

A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

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, (673 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is ฿17,688
฿20,332 total
includes taxes & fees
2 Nov - 3 Nov
Marriott Vacation Club® at Custom House, Boston
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

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 ฿6,889
฿12,170 total
includes taxes & fees
21 Oct - 22 Oct
The Chester Hotel
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

3. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (324 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
The price is ฿8,320
฿13,042 total
includes taxes & fees
1 Nov - 2 Nov
Kasa Boston at Fenway
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

4. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (759 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is ฿7,352
฿12,536 total
includes taxes & fees
2 Nov - 3 Nov
Global Luxury Suites Downtown Boston
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

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 ฿5,113
฿5,711 total
includes taxes & fees
31 Oct - 1 Nov
Crescent Suites Hotel
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

6. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (435 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is ฿4,508
฿8,467 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

7. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (212 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is ฿6,644
฿11,502 total
includes taxes & fees
3 Nov - 4 Nov
Global Luxury Suites East Boston
A wooden hallway with a patterned floor leading to a door.

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 ฿4,652
฿8,200 total
includes taxes & fees
14 Oct - 15 Oct
Maverick Suites at 89 Marion
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

9. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (360 reviews)
"Great spot, Clean, quiet, and convenient. Perfect no frills, no hassle spot in Boston. And very reasonably priced these days!"
United States
Ed
The price is ฿3,470
฿5,728 total
includes taxes & fees
2 Nov - 3 Nov
Premier Suites - Bay Village
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (28 reviews)
"Cute space! Wasn’t too difficult navigating Boston from this location."
United States
Rebecca
The price is ฿7,352
฿12,702 total
includes taxes & fees
27 Oct - 28 Oct
The Concord Hotel
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

11. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (496 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is ฿3,237
฿5,847 total
includes taxes & fees
2 Nov - 3 Nov
Temple Place Suites
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

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, (153 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
The price is ฿3,903
฿7,578 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St
A row of brick buildings with storefronts, including a bakery and a liquor store.

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 ฿7,556
฿11,777 total
includes taxes & fees
19 Oct - 20 Oct
Maverick Suites at 245 Newbury St
A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

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
The price is ฿5,408
฿10,547 total
includes taxes & fees
8 Oct - 9 Oct
Furnished Apartment Near Longwood
A modern hotel room with a bed, a desk, a sofa, and a dining area.

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 ฿7,665
฿14,607 total
includes taxes & fees
13 Oct - 14 Oct
Charlesgate Suites
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.

16. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (176 reviews)
"Well located"
United States
Evelyn
The price is ฿6,453
฿10,510 total
includes taxes & fees
14 Oct - 15 Oct
Maverick Suites at 400 Columbus Ave
Room

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 ฿9,682
฿14,800 total
includes taxes & fees
2 Nov - 3 Nov
Symple Live
A modern kitchen with a central island, a dining area with a round table and chairs, and a large window providing a view of the city at night.

18. The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (42 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 ฿26,974
฿36,803 total
includes taxes & fees
25 Oct - 26 Oct
The Monty Boston
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

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 ฿6,512
฿10,577 total
includes taxes & fees
25 Oct - 26 Oct
Maverick Suites at 402 Columbus Ave
A covered porch with wicker chairs and a table, large windows, and a view of the landscape.

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 ฿18,422
฿33,210 total
includes taxes & fees
15 Oct - 16 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

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Resort was very clean and well maintained. Parking was close and easily accessible.Room was spacious and well decorated with modern amenities and the large window gave a great view of the city. Power curtains, Alexa operated lights and TV, a tablet to conveniently control the room. Staff was attentive and helpful. The Casino had numerous table games, sports betting and slot machines. We are from out of state but would not hesitate to return if in the area."
David 2-night trip
Posted 19 hours ago
Encore Boston Harbor

Find out more about South Weymouth

Search for holiday rentals in South Weymouth on Expedia! You can easily find your home rentals, villas, holiday apartments in South Weymouth using one of the methods below:

  • View our selection of featured holiday rentals in South Weymouth
  • Use the map to find apartments and other holiday homes in the South Weymouth neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Weymouth while they last

Look no further and take a look at our great range of rental properties in South Weymouth!

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.

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.