Weymouth Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Weymouth vacation rentals

A white door with a glass panel, a dark blue exterior wall, a potted plant with yellow flowers, and a doormat with "HOME" written on it.

1. Cozy 1-bedroom house in delightful Weymouth with AC, WiFi

Cozy 1-bedroom house in delightful Weymouth with AC, WiFi
Weymouth
9.6 out of 10, Exceptional, (18 reviews)
"Another wonderful stay at Rofleza's place! My son and I love spending time at this spot, and he especially loves the playground out back. Will definitely be visiting again soon!"
United States
Michelle C.
The price is CA $287
CA $677 total
includes taxes & fees
Nov 8 - Nov 9
Cozy 1-bedroom house in delightful Weymouth with AC, WiFi
A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

2. 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 CA $271
CA $602 total
includes taxes & fees
Nov 9 - Nov 10
Cozy three-bedroom home close to Boston w/ plenty of parking
A spacious living room with a large window overlooking a body of water, a dining area with a view, and a cozy seating arrangement.

3. 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 CA $679
CA $1,068 total
includes taxes & fees
Nov 8 - Nov 9
Spectacular Ocean Sunsets I Pet Friendly
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

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 CA $280
CA $443 total
includes taxes & fees
Nov 15 - Nov 16
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
A wooden front door with a glass panel and the number 383.

5. 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)
"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 CA $193
CA $455 total
includes taxes & fees
Nov 9 - Nov 10
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.

6. 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 CA $194
CA $456 total
includes taxes & fees
Nov 9 - Nov 10
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

7. Entire 5BR Large Family House near Perry Beach • Pet-Friendly w/Parking 284

Entire 5BR Large Family 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 $223
CA $663 total
includes taxes & fees
Nov 9 - Nov 10
Entire 5BR Large Family House near Perry Beach • Pet-Friendly w/Parking 284
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

8. 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 CA $268
CA $547 total
includes taxes & fees
Nov 19 - Nov 20
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

9. 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, (680 reviews)
"I can’t believe this property is a hotel and not a historic landmark. If you like historical places this is the place to stay in Boston."
United States
Benny
The price is CA $321
CA $369 total
includes taxes & fees
Nov 22 - Nov 23
Marriott Vacation Club® at Custom House, Boston
A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

10. 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)
"Great location! Owner was responsive with any issues."
United States
Samuel K.
The price is CA $242
CA $551 total
includes taxes & fees
Nov 10 - Nov 11
Renovated Beach House Close to Everything, Minutes to Boston
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.

11. 🎖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 CA $380
CA $773 total
includes taxes & fees
Nov 23 - Nov 24
🎖The Ashmont Suite - Close to Subway + Downtown🎖
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

12. 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 CA $138
CA $324 total
includes taxes & fees
Nov 29 - Nov 30
Global Luxury Suites Downtown Boston
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, (43 reviews)
"I had a great stay at The Chester Hotel. Super cute vibe, easy check-in, and good location for where I needed to be for work. Bed is super comfy, the room aesthetic is great and the restaurant MIDA next door was really good!"
United States
Tracy
The price is CA $202
CA $409 total
includes taxes & fees
Nov 8 - Nov 9
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.

14. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (348 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is CA $252
CA $416 total
includes taxes & fees
Nov 30 - Dec 1
Kasa Boston at Fenway
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 $193
CA $466 total
includes taxes & fees
Nov 8 - Nov 9
FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

16. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (474 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
The price is CA $144
CA $302 total
includes taxes & fees
Dec 1 - Dec 2
Maverick Suites at 28 Fenway
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

17. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (215 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is CA $168
CA $354 total
includes taxes & fees
Nov 29 - Nov 30
Global Luxury Suites East Boston
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

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

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (126 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 CA $226
CA $543 total
includes taxes & fees
Nov 15 - Nov 16
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
A modern kitchen with white cabinets, a grey tiled backsplash, a microwave, a kettle, and two stools.

19. 14a-Cozy and well decorated apartment in awesome Boston

14a-Cozy and well decorated apartment in awesome Boston
Dorchester
10.0 out of 10, Exceptional, (34 reviews)
"The whole place is excellent, location and services just around the corner "
United States
Ramon G.
The price is CA $314
CA $649 total
includes taxes & fees
Nov 8 - Nov 9
14a-Cozy and well decorated apartment in awesome Boston
A modern living room with a flat-screen TV, a white sofa, a coffee table, and decorative items.

20. Lorenzo Inn

Lorenzo Inn
Dorchester
9.4 out of 10, Exceptional, (15 reviews)
"Beautiful house. Very well furnished and equipped. Friendly host. Comfortable beds. Easy to quickly get town centre in an Uber. Highly recommend."
United Kingdom
patrick
The price is CA $364
CA $516 total
includes taxes & fees
Nov 19 - Nov 20
Lorenzo Inn
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 Weymouth Hotel Reviews

An outdoor patio area with brick flooring, multiple seating arrangements, and string lights.
Marriott Boston Quincy

Marriott Boston Quincy

Marriott Boston Quincy
Quincy

10/10 Excellent

We were welcomed with a friendly professional staff the building is very well maintained the room was fresh and cleaned. The bed was super comfortable. The pillow options were great. The pool was beautiful. The food was fantastic.
Canada
Christina
Reviewed July 29, 2026
Marriott Boston Quincy

Find out more about Weymouth

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

Weymouth vacation rentals: An excellent choice for every season

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

How to find incredible deals on Weymouth rentals

At Expedia, we put the best 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 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 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 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

Can I find vacation rentals in Weymouth?

Yes, you can find vacation rentals close to popular sights in Weymouth, or you can choose a more secluded option if you'd like a relaxing place to stay. Weymouth is known for its shopping and restaurants. Make sure you have time to check out the bars and waterfront during your trip.

What are some of the best vacation home rentals that Weymouth has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This vacation home rental near Weymouth offers a patio, a garden, 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. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

How many vacation rentals will I find in Weymouth?

Choose from 5 Expedia vacation rentals in Weymouth for a memorable vacation.

What can I see and do in Weymouth?

Weymouth Back River Reservation and Lake Street Beach are a couple of lovely local spots to get outside and enjoy nature. Fenway Park and Faneuil Hall Marketplace are other popular places to visit in the area.

What are vacation rentals like in Weymouth?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Weymouth. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of 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 a small group gathering.