Holiday Homes in Weymouth

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Featured Holiday Homes in Weymouth

Modern & Walkable to city sights. A 4-bedroom house in wonderful Boston

Modern & Walkable to city sights. A 4-bedroom house in wonderful Boston

Charming home with deck- walkable to transit, shops & restaurants

Charming home with deck- walkable to transit, shops & restaurants

Beautiful coastal 5-BR in Swampscott - 5 mins to beach, Wifi, gas fireplace

Beautiful coastal 5-BR in Swampscott - 5 mins to beach, Wifi, gas fireplace

Dog-friendly, spacious coastal retreat with large deck & W/D - walk to beaches

8.0 out of 10, Very good, (7)
"This house is spacious great living area for family get away. Location is fabulous!"
Dog-friendly, spacious coastal retreat with large deck & W/D - walk to beaches

Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV

10.0 out of 10, Exceptional, (2)
"We had an incredible experience staying at this property! The house was absolutely beautiful and exceeded our expectations. It was clean, well-maintained, and had everything we needed for a comfortable and relaxing stay. My family loved it so much, and we're already planning to come back in the future. Thank you to our wonderful host for making this stay so memorable!"
Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (56)
"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (155)
"Nice neighborhood. My only concern was there are a lot of stairs.Great location close to everything, Good restaurants close by. Had a wonderful time. "
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

9.4 out of 10, Exceptional, (79)
"House was well stocked, clean and accurately advertised. Would stay here again!"
The price is AU$873
includes taxes & fees
18 Feb - 19 Feb
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Classic Beachfront Getaway in Kingston with Ocean Views and Private Beach Access

9.4 out of 10, Exceptional, (8)
"This cabin was excellent, resonably priced, and in a great location. The only caveat is that the description nor pictures made it clear that all bedrooms (and single bathroom) were on the 2nd floor. If I would have known this I would have booked elsewhere as I had with me an elderly mother who has difficulty with staris. Beyond that, the place was excellent, and I would book again if I were going by myself."
Classic Beachfront Getaway in Kingston with Ocean Views and Private Beach Access

Unique Scituate Vacation Rental on Herring River!

10.0 out of 10, Exceptional, (14)
"We enjoyed our stay very much. The home had beautiful views and it was a peaceful location. It allowed us to visit family and friends in the area. "
Unique Scituate Vacation Rental on Herring River!

Remodeled Townhouse close to Boston

9.8 out of 10, Exceptional, (24)
"At this price point it was exactly as we expected, and we were very happy with the place and it met all our needs."
Remodeled Townhouse close to Boston

Charming Scituate Home w/ Deck - Walk to Beaches!

9.6 out of 10, Exceptional, (12)
"Great location "
Charming Scituate Home w/ Deck - Walk to Beaches!

Norwood Luxe Suite- Pet friendly & Commuter friendly

10.0 out of 10, Exceptional, (8)
"Our crew have been up several times in the area for work and really enjoyed staying here. The house is lovely and is always clean and welcoming when they arrive for their stay. Susan is an excellent communicator and a wonderful host!"
Norwood Luxe Suite- Pet friendly & Commuter friendly

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (44)
"We had a pleasant stay. The house is cozy, clean and comfortable. It is in a convenient location with several restaurants in walking distance as well as a supermarket. The neighborhood is quiet with little traffic coming through. Victor the host was responsive and answered any questions we had. Would recommend without hesitation."
Boston's Best Vacation Home

Centrally located in the heart of Boston near T

8.8 out of 10, Excellent, (16)
"The apartment was beautiful and super clean. My bed was comfortable. I thoroughly enjoyed my stay. The parking is a little nerve-racking but it all worked out. I would definitely recommend this for anyone who’s looking to stay in the Boston area."
The price is AU$700
includes taxes & fees
18 Feb - 19 Feb
Centrally located in the heart of Boston near T

5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

10.0 out of 10, Exceptional, (125)
"This house is perfect in every way. Plenty of space, great location and tons of charm. Will definitely stay again! "
5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

Rare Find in Boston's Hippest Neighborhood

10.0 out of 10, Exceptional, (89)
"Margaret was a wonderful host and communicated extremely promptly. Location was great, in close walking distance to public transportation and J.P. Downtown. We enjoyed making a cozy fire in the wood stove on a cool November evening. All in all a comfortable weekend with the family."
Rare Find in Boston's Hippest Neighborhood

Peaceful 2Br House in Cambridge

2.0 star property
6.0 out of 10, (5)
"A marvelous place. Parking spot was appeciated!"
Peaceful 2Br House in Cambridge

Heart of Southie - Hot Tub + Walk to Top Bars

10.0 out of 10, Exceptional, (11)
"The property was great to visit with friends. Close to pickleball, candlepin bowling, and great food! The kitchen is on the bottom floor of where you entertain. There is a hot tub that we did not use because it was cold in January!"
Heart of Southie - Hot Tub + Walk to Top Bars

Charming private townhouse-style lodging, a block from Marblehead Harbor

10.0 out of 10, Exceptional, (124)
"Outstanding in all respects. Wonderful host and superb property. We'll definitely be back!"
Charming private townhouse-style lodging, a block from Marblehead Harbor
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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Other property types in Weymouth

Sonder 907 Main

4.0 star property
8.2 out of 10, Very good, (433)
"The property was close to anything you could need and all processes were beyond easy. Having all access on your phone was amazing. "
The price is AU$235
includes taxes & fees
18 Feb - 19 Feb
Sonder 907 Main

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (868)
"my favorite stay ever. i loved my stay and everything about it and can’t wait to come back soon. "
The price is AU$286
includes taxes & fees
24 Feb - 25 Feb
No. 284 powered by Sonder

Temple Place Suites

2.5 star property
6.8 out of 10, (182)
"Insane lil spot for seeing Boston and surrounding areas!"
The price is AU$260
includes taxes & fees
18 Feb - 19 Feb
Temple Place Suites
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.