South Weymouth holiday rentals

We found 404 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in South Weymouth to find one that's perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as parking and a TV. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – South Weymouth

Showing deals for:20 Nov - 27 Nov

Outside of 47 Surfside
Deck view
Updated kitchen
Downstairs living room
Exceptional
(25 reviews)

Beautiful beach front home

Scituate

8% off
AU$7,229
for 7 nights, 1 home
AU$1,033 per night
includes taxes & fees
Beautiful beach front home
Private kitchen
Interior
Room
Dining
Very good
(15 reviews)

Charming garden level 1 bedroom 1 bath apartment in Brockton

Brockton

8% off
AU$1,229
for 7 nights, 1 home
AU$176 per night
includes taxes & fees
Charming garden level 1 bedroom 1 bath apartment in Brockton
Patio garden
Marina
Gracious staircase access to Third Floor
Outdoor dining
Exceptional
(97 reviews)

Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean

Hull

8% off
AU$2,885
for 7 nights, 1 room
AU$412 per night
includes taxes & fees
Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean
Living area
Interior
Property grounds
Interior
Exceptional
(18 reviews)

Direct Ocean Front Condo with large wrap around balcony

Hull

8% off
AU$3,435
for 7 nights, 1 home
AU$491 per night
includes taxes & fees
Direct Ocean Front Condo with large wrap around balcony
Patio
Harbor is a 3-5 minute walk from the suite.
Living area
Exterior detail
Exceptional
(26 reviews)

Coastal Private Guest Suite

Cohasset

8% off
AU$2,439
for 7 nights, 1 home
AU$348 per night
includes taxes & fees
Coastal Private Guest Suite
Private kitchen
Interior
Dining
Interior
Very good
(6 reviews)

6BR3BA w Parking Near T I Foosball & Family Space

Boston

8% off
AU$6,963
for 7 nights, 1 apartment
AU$995 per night
includes taxes & fees
6BR3BA w Parking Near T I Foosball & Family Space
Private kitchen
Living area
Room
Interior
Exceptional
(7 reviews)

Ocean front Studio across from beach

Hull

8% off
AU$2,765
for 7 nights, 1 home
AU$395 per night
includes taxes & fees
Ocean front Studio across from beach
Staircase from waterfront to my home
View of Spinnaker Island and water from Master Bedroom Suite
Walkway from waterfront to my home at top of stairs
Twin bed with trundle bed in second room in Master Bedroom Suite
Excellent
(46 reviews)

Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.

Hull

8% off
AU$2,670
for 7 nights, 1 room
AU$381 per night
includes taxes & fees
Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.
Room
Terrace/patio
Beach
Living area
Exceptional
(31 reviews)

Enjoy Gorgeous Sunsets From Your Waterfront Beach House.

Hull

8% off
AU$4,267
for 7 nights, 1 home
AU$610 per night
includes taxes & fees
Enjoy Gorgeous Sunsets From Your Waterfront Beach House.
Living area
Interior
Room
Private kitchen
Exceptional
(49 reviews)

World Cup 4BR Near Downtown Boston Parking & 1-Min Walk to Train

Boston

9% off
AU$5,564
for 7 nights, 1 apartment
AU$795 per night
includes taxes & fees
World Cup 4BR Near Downtown Boston Parking & 1-Min Walk to Train
Interior
Living area
Private kitchen
Interior
Wonderful
(19 reviews)

Newly Renovated Modern Retreat l Near T

Boston

5% off
AU$5,789
for 7 nights, 1 apartment
AU$827 per night
includes taxes & fees
Newly Renovated Modern Retreat l Near T
Dining
Spacious 4 BR home for groups. Perfect for relaxing and gathering together
Outdoor dining
Private kitchen
Exceptional
(12 reviews)

4BR Near Downtown Boston Private Driveway Parking & 1-Min Walk to Train

Boston

8% off
AU$5,930
for 7 nights, 1 apartment
AU$847 per night
includes taxes & fees
4BR Near Downtown Boston Private Driveway Parking & 1-Min Walk to Train
Dining
Private kitchen
Interior
Property grounds
Exceptional
(23 reviews)

Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2

Boston

8% off
AU$4,875
for 7 nights, 1 apartment
AU$696 per night
includes taxes & fees
Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2
Private kitchen
Interior
Outdoor dining
Living area
Exceptional
(27 reviews)

Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

Boston

7% off
AU$2,499
for 7 nights, 1 apartment
AU$357 per night
includes taxes & fees
Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train
Room
Exterior detail
Interior
Interior
Exceptional
(40 reviews)

SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston

Boston

8% off
AU$4,227
for 7 nights, 1 apartment
AU$604 per night
includes taxes & fees
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
The living room is thoughtfully designed, offering a warm & inviting atmosphere.
Room
A six-seat dining table makes it perfect for meals together!
you’ll find all the basics you need for a comfortable stay.
Exceptional
(5 reviews)

Family-Friendly 3BR Apartment Close to Everything

Boston

8% off
AU$4,122
for 7 nights, 1 apartment
AU$589 per night
includes taxes & fees
Family-Friendly 3BR Apartment Close to Everything

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the picturesque landscape of South Weymouth

Learn about the unique charm of South Weymouth with a stay in a holiday home rental. This cosmopolitan city attracts visitors thanks to its shopping and restaurants. Fenway Park and TD Garden are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around South Weymouth

Are you hoping to discover top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that makes South Weymouth a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • New England Aquarium (14.1 mi / 22.8 km)
  • Encore Boston Harbor (16.8 mi / 27.1 km)
  • Rockland Ice Rink (4.7 mi / 7.6 km)
  • Granite Links Golf Club (7.2 mi / 11.5 km)
  • Blue Hills Reservation (7.3 mi / 11.7 km)
  • Blue Hills Ski Area (9 mi / 14.4 km)

Exploring the natural landscape of South Weymouth

Whether you're an adventurous traveller or just want to appreciate the scenery, South Weymouth is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (14.2 mi / 22.8 km)
  • Copley Square (14.1 mi / 22.7 km)
  • Boston Harbor (14.4 mi / 23.2 km)
  • Wollaston Beach (8.3 mi / 13.3 km)
  • Nantasket Beach (8.7 mi / 14 km)
  • North River Wildlife Sanctuary (10.7 mi / 17.3 km)

Transport options to and around South Weymouth

Fly into Norwood, MA (OWD-Norwood Memorial), the closest airport, located 11.6 mi (18.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 13.9 mi (22.4 km) away.

If you're travelling by train, the main station serving the city is South Weymouth Station.

Frequently asked questions

What is the best area to stay in South Weymouth when booking a holiday rental?
When considering a holiday rental in South Weymouth, Massachusetts, the area around the Weymouth Landing neighbourhood is an excellent choice. This vibrant community offers a range of properties, from charming apartments to spacious family homes, suiting various preferences and budgets. The proximity to the Weymouth Landing MBTA station makes it convenient for exploring the wider Boston area, providing excellent transport links.One of the top attractions nearby is the picturesque Weymouth Back River, where visitors can enjoy scenic walks and beautiful views. Additionally, the area boasts the historic Webb Memorial State Park, superb for outdoor activities such as hiking and picnicking. South Weymouth also has a delightful selection of local eateries and shops, making it a well-rounded destination for travellers seeking both relaxation and exploration.
Where are the best areas for renting a beach house in South Weymouth?
For renting a beach house in South Weymouth, the most appealing area is along the coastline near Hingham Bay. This region offers a selection of charming beach houses that provide easy access to sandy shores and picturesque views of the water. Many properties in this area come equipped with essential amenities, including spacious living areas, fully stocked kitchens, and outdoor decks or patios ideal for enjoying the summer sun.Nearby, the scenic coastline of Weymouth itself features several beaches, such as Weymouth Long Beach, where visitors can find additional rental options. Properties here often boast amenities like private gardens, barbecue grills, and proximity to local shops and eateries, making it convenient for guests to enjoy both beach life and community experiences.Moreover, exploring the nearby area of Nantasket Beach in Hull can also be a delightful option. Rentals in this vibrant seaside neighbourhood may include features like direct beach access, outdoor seating areas, and family-friendly layouts.
What is the most popular type of holiday rental accomodation in South Weymouth?
In South Weymouth, holiday houses are a popular choice, with several available throughout the area. These homes typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many of these properties also include outdoor spaces such as gardens or patios, superb for enjoying the pleasant Massachusetts weather. Condominiums and cottages are also available in the area, providing additional options for travellers seeking a homely atmosphere.
Are there any family house rentals in South Weymouth?
In South Weymouth, there are several family-friendly house rentals available that cater to various needs. This area features spacious homes with amenities that make family stays comfortable and enjoyable. Many properties come equipped with full kitchens, allowing for easy meal preparation, and generous living spaces where families can gather and relax.Visitors will find that these rentals are conveniently located near local parks and recreational areas, superb for children to play and explore. Additionally, the proximity to nearby attractions such as the South Shore Plaza provides shopping opportunities, dining options, and entertainment for all ages.
Are there pet-friendly house rentals in South Weymouth?
In South Weymouth, there are several pet-friendly house rentals available, offering a variety of amenities to cater to families and groups. Many of these properties come equipped with spacious living areas, modern kitchens, and outdoor spaces such as gardens or patios, making them ideal for travellers with pets.The neighbourhood is conveniently located near various parks, providing ample opportunities for pet-friendly activities. The nearby Weymouth Landing area, with its scenic waterfront views and walking paths along the Weymouth Fore River, is great for leisurely strolls with your furry companions. Additionally, the South Weymouth area is close to the expansive Abigail Adams Park, which features trails and open green spaces where pets are welcome.
Are there any remote work holiday rentals in South Weymouth?
In South Weymouth, there are several holiday rentals that cater to remote work needs. Many properties are equipped with essential amenities such as high-speed internet, Wi-Fi, and dedicated workspaces including desks and chairs, making them ideal for those looking to balance work and leisure.The area itself offers a pleasant suburban environment, with easy access to local parks and recreational facilities. Additionally, you're just a short drive away from the vibrant city of Boston, where you can enjoy a variety of dining and entertainment options during your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in South Weymouth?
In South Weymouth, popular rental amenities include kitchens, allowing guests to prepare their own meals during their stay. Many properties also permit pets, making it an ideal destination for travellers who wish to bring their furry friends along. Additionally, rentals often feature coffee and tea makers for a convenient morning brew. Outdoor spaces such as decks or patios are common, providing a lovely spot to relax and enjoy the fresh air.
When is the best time to visit South Weymouth for a holiday rental?
May marks the beginning of the peak season in South Weymouth, making it a prime time for travellers looking to enjoy a delightful holiday rental. As spring unfolds, the weather is pleasantly mild, with temperatures typically ranging from 10 to 20 degrees Celsius. This creates an inclusive setting for outdoor activities, sightseeing, and exploring the surrounding areas.From May through to July, the town comes alive with various events and activities. Visitors can take advantage of the beautiful parks, local markets, and the nearby coastal attractions that offer a blend of relaxation and adventure. The vibrant community spirit during these months is palpable, making it an ideal time for families and groups seeking memorable experiences.For those mindful of their budget, November presents a wonderful opportunity to visit South Weymouth at a more affordable rate. This month offers a quieter experience, allowing you to enjoy the stunning autumn scenery without the crowds, making it great for leisurely strolls and photography.Ultimately, the best time to book your holiday rental in South Weymouth hinges on whether you prefer the lively option of the peak season or the tranquil charm of the shoulder months.
What are the top attractions in South Weymouth?
In South Weymouth, visitors can explore various attractions that showcase the area's charm and history. The Weymouth Landing area offers a glimpse of the town's past, with historic buildings and quaint shops lining the streets. Nearby, the Great Esker Park provides scenic walking trails and natural beauty, superb for outdoor enthusiasts looking to enjoy a peaceful stroll or a picnic.For those interested in local history, the South Weymouth Naval Air Station, though now repurposed, plays a significant role in the area's heritage and offers insight into the town's military past. Additionally, families can enjoy recreational activities at the local parks, such as the nearby Whitman Town Park, which features playgrounds and sports facilities.
Are all fees included in the South Weymouth holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any South Weymouth holiday homes with parking?
Stayz offers a wide selection of holiday homes in South Weymouth with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for South Weymouth holiday homes?
You can find great discounts on holiday homes in South Weymouth on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my South Weymouth holiday home booking on Stayz?
To find South Weymouth holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in South Weymouth?
A long-stay holiday home in South Weymouth is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a South Weymouth holiday home?
Book your South Weymouth holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in South Weymouth?
Prices for holiday homes in South Weymouth vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in South Weymouth to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.