Castle In Hawaii - Vacation Rentals in South Weymouth

New 3BR Home Near Boston Parking World Cup From US $338
         

New
Villa
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Luxury Places to Stay in South Weymouth

Over 185+ Luxury Places to Stay in or Near South Weymouth
Beautiful home next train station close to boston From US $1,535
         

9.0 (10 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Beautiful home next train station close to boston From US $1,387
         

|
8.2 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Accessibility
The Charles-South Shore From US $1,227
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Soaking Tub Luxury 3-Bedroom Tonwhouse From US $1,173
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in South Weymouth

Over 21+ Top-Rated Vacation Rentals with a Pool in or Near South Weymouth
Residence Inn by Marriott Boston Braintree From US $199
         

|
9.6 (645 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott Boston Braintree From US $617
         

|
9.2 (167 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Weymouth Waterfront Getaway w/Swim Spa & Hot Tub From US $959
         

9.2 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Marriott Boston Quincy From US $225
         

|
8.8 (1370 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express & Suites Boston South - Randolph by IHG From US $127
         

Hampton Inn & Suites Boston/Stoughton From US $136
         

8.6 (929 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express & Suites - Boston South - Randolph by IHG From US $222
         

Pet-Friendly Vacation Rentals in South Weymouth

Over 81+ Pet-Friendly Vacation Rentals in or Near South Weymouth
Weymouth Apartment: Close to Beaches & Boston! From US $322
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 3-Beds in 2-Bedrooms Apartment Near Quincy Adams From US $170
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatt Place Boston/Braintree From US $144
         

|
9.0 (2767 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
#WorldCup2026 only 31 km away 4 BR, 2 BA U1 From US $747
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17 From US $374
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
#WorldCup2026 only 31 km awaynSpaciously Convenient Lake House 4 BR, 2 BA, Unit2 From US $903
         

Spacious Apt Downtown From US $298
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams From US $287
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in South Weymouth

Over 20+ Large Vacation Homes & Villas in or Near South Weymouth
383 - 3BR Quincy - Chic House near Adams Park From US $425
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
3BR pet-friendly Quincy house w/parking — near Adams Park From US $425
         

9.8 (47 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Entire House 2 Minutes to South Shore Hospital From US $683
         

9.8 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spring Getaway 3BR Townhouse in Boston 41 From US $349
         

9.4 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
37 - 3BR Quincy - Cozy Townhouse near Adams Park From US $451
         

9.0 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious townhome sleeps 10 centrally located From US $263
         

2.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in South Weymouth

Over 36+ Wheelchair Accessible Vacation Homes in or Near South Weymouth
Modern 2 Bedroom 2 Bath Apartment in Heart of Quincy From US $210
         

9.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatt Place Boston/Braintree From US $264
         

|
8.4 (1034 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn Boston/Braintree From US $106
         

|
8.2 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Luxury 2 Bedroom Furnished Apartment in Heart of Quincy From US $210
         

9.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Furnished 2 Bed Apartment in Quincy From US $278
         

8.2 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Modern Apartment in Quincy From US $278
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Apt Downtown From US $327
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Gorgeous Apt Downtown From US $281
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

South Weymouth Vacation Rentals and Airbnb Places to Stay Under $200

Over 58+ South Weymouth Vacation Rentals and Airbnb Places to Stay Under $200
Charming house with WiFi and AC in superb Randolph From US $127
         

Weymouth Apartment Close to Beaches and Boston! From US $194
         

|
10.0 (3 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Accessibility
Best Western Rockland From US $127
         

8.2 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Charming garden level 1 bedroom 1 bath apartment in Brockton From US $169
         

Beach guest house, Free parking close to Boston From US $174
         

New
Cottage
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in South Weymouth

Over 57+ Instantly Bookable Vacation Homes in or Near South Weymouth
Cozy three-bedroom home close to Boston w/plenty of parking From US $443
         

Waterfront Beach Home With Attached In- Law Suite From US $839
         

10.0 (42 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
3 Bedroom 1.5 Bath home minutes from Boston! Beautifully decorated and cozy. From US $363
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Relax and Explore: Family Friendly Home Near Boston's Best! n From US $590
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
#WorldCup2026 only 28 km away Spacious 4BR Home From US $839
         

9.8 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
#WorldCup2026 only 28 km away 3BR 2.5BAnHidden Gem Lake House 6 ppl From US $627
         

16 Mi to Boston: Home w/Deck in Weymouth From US $494
         

9.6 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About South Weymouth Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii South Weymouth, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Weymouth. Places to stay near South Weymouth are 26909.77 ft² on average, with prices averaging $338 a night.

Castleinhawaii makes it easy and safe to find and compare vacation rentals in South Weymouth with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in South Weymouth

Type Count
Villas 1

Use these Quick Filters to Find a Vacation Rental in South Weymouth

Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Weymouth.

Weather in South Weymouth

View the weather forecast for South Weymouth before booking your South Weymouth Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near South Weymouth, MA


South Weymouth Vacation Rental Frequently Asked Questions

What are the top vacation rentals in South Weymouth?

There are a lot of options in South Weymouth. If you plan on staying in the South Weymouth area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Weymouth:

How many vacation rentals are available in South Weymouth?

Currently, the total number of properties listed in 2026 is over 1 in the South Weymouth area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Weymouth.