Discover a selection of 201 holiday rentals in South Weymouth, MA, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and outdoor grill/BBQ. Prices start at £ 42 per night, and houses and flats & apartments are popular options for a stay in South Weymouth. Either way, you'll find a rental for everyone's needs.
Top rated rentals — South Weymouth
Destination guide

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. New England Aquarium and Fenway Park 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.

Things to do

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 km)
  • Rockland Ice Rink (4.7 mi / 7.6 km)
  • F1 Boston (5.7 mi / 9.2 km)
  • Granite Links Golf Club (7.2 mi / 11.5 km)
  • Blue Hills Ski Area (9 mi / 14.4 km)
Natural features

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:

  • Copley Square (14.1 mi / 22.7 km)
  • Boston Common (14.2 mi / 22.8 km)
  • Nantasket Beach (8.7 mi / 14 km)
  • Carson Beach (11.9 mi / 19.1 km)
  • Castle Island (12.3 mi / 19.7 km)
  • Boston Public Garden (14.2 mi / 22.8 km)
How to get there

Transport options to and around South Weymouth

Fly into Logan International Airport (BOS), the closest airport, located 14.1 mi (22.7 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.

What are the top holiday rentals in or near South Weymouth?

Whether you're in search of an intimate retreat for you and your sweetheart or someplace roomy to fit the family, you'll find some top holiday rentals in and around South Weymouth. Here are a couple to get you inspired:

  • Around 18 miles from the centre of South Weymouth, you'll find it hard to resist "Near Boston Historic Two - Bedroom With Modern Amenities". It has 2 bedrooms and a range of conveniences like cookware, dishware and utensils and a porch.
  • Alternatively, unpack your suitcase at "Historic Home At Freedom Trail". Around 16 miles from the heart of South Weymouth, it has 1 bedroom and comes with heating and a restaurant dining guide.

For even more great options, use the search bar at the top of the page to find the perfect South Weymouth holiday rental for you.

What are the top-rated holiday rentals for weekend getaways in or near South Weymouth?

There's nothing like a short escape to reenergize your batteries. If you're ready for some downtime, these highly rated weekend getaways in and near South Weymouth make a terrific base for a mini break:

  • Book a few nights or more at "Guest House At Hooper", around 17 miles to the north of South Weymouth, and you've got yourself the best kind of weekend escape. You'll have nature spots like Memorial Beach and Larz Anderson Park on your doorstep and conveniences like a kitchen and a nearby laundromat at your fingertips.
  • Another excellent option is "Leslie's Retreat: Spacious Home Ideally Located To Everything", around 25 miles north of South Weymouth. When you're not cozying up in your rental taking advantage of nearby whale-watching activities and a living room, check out some of the area's top sights like Concord Visitors Centre and Hamlin Reservation.

Can I find studio apartments for rent in and around South Weymouth?

Generally small, easy on the hip pocket and conveniently located, it's difficult not to be impressed by a studio apartment. Settle into one of these holiday rentals and get acquainted with South Weymouth up close:

  • Make "Historic Home At Freedom Trail" your temporary home. This wonderful holiday rental features amenities including a microwave oven and an oven.
  • Alternatively, spend your escape at "Romantic Ocean And Boston Skyline Views", which comes with conveniences such as a stovetop and coffee and tea making facilities.

With the cash you save on your studio apartment, you'll be able to explore even more of South Weymouth. Cultural sights like North Shore Music Theatre and Jose Mateo Ballet Theatre will help you get a feel for the personality of this destination.

Can I find short term rentals in or near South Weymouth?

Short-term rentals are in good supply in and around South Weymouth. Chill out for the weekend in a luxury bed & breakfast, a cosy cottage or a roomy home. Whatever type of rental you're chasing, you'll have plenty to select from with Vrbo. These are a few top picks:

  • If you're eager to be near the action, "Harborfront Villa, Charming Mix Of Contemporary And Turn Of The Century Elegance" will be just the thing. It's within easy reach of the centre of South Weymouth and a convenient base to discover attractions like Fenway Park and TD Garden.
  • "Ocean Dreams, Waves As Far As The Eyes Can See" is another appealing option. Don't forget to add Boston Common and Faneuil Hall Marketplace to your travel itinerary when it's time to sightsee.

What are the best romantic weekend getaways in or near South Weymouth?

Whether spent in a rustic cabin or a luxury condo, a romantic weekend getaway is a perfect way to spice up your love life. Whisk your honey off for a couple of days at one of these escapes in or near South Weymouth:

  • Slip away on Friday for a few passionate nights at "Near Boston Historic Two - Bedroom With Modern Amenities". Around 18 miles from South Weymouth, this place comes with plenty of nice touches, including a dining table and air conditioning.
  • Another option where you can enjoy a few relaxing days together is "Historic Home At Freedom Trail". Located 16 miles from South Weymouth, beauty services and air conditioning add to the atmosphere here.

Are there mansions for rent in or near South Weymouth?

Nothing screams "Best. Holiday. Evvv-er." like staying in a mansion. Treat the family to a truly unforgettable getaway at one of these mansions for rent in or near South Weymouth:

  • Around 25 miles to the north of South Weymouth is "Historic Brick Federal Period Mansion On Fabled Chestnut Street". As well as its grand design, you'll also love its top-notch amenities, such as golf and a fireplace.
  • With golf, a firepit and lots of other first-class amenities, "1855 Grand Mansion In Historical Charlestown" 6 Bed 4. 5 Bath Renovated 2021" will get your team's tick of approval. This plush retreat is roughly 16 miles to the north of South Weymouth.

What are the best large group holiday rentals in or near South Weymouth?

Big groups mean massive fun. They also mean finding someplace that'll easily fit your crew. Check out our large group holiday rentals in or around South Weymouth and spend time with your favourite people under one roof:

  • You'll have enough space to spread out at "Beautiful Hingham Family Estate". Around 6 miles north of South Weymouth, this grand retreat has 5 bedrooms sleeping up to 12 guests. Quality amenities include a kitchen and a swimming pool.
  • Invite as many as 16 of your friends to "Newbuilt Entire Single House With Free 5 Parking" and fill the place with love and laughter. This top option has 5 bedrooms and is around 7 miles to the north of South Weymouth. It's crammed with features to keep your large group comfortable, including a kitchen and a garden.

What are the best houses for rent with a pool in or near South Weymouth?

A pool is often a necessity when deciding where to spend your holiday, particularly if you're getting away with the kids. Check out these houses with a pool in or near South Weymouth and spend your days splish-splashing around:

  • Say hello to "Guest House At Hooper", where your main priority will be hanging out by the pool. Amenities including a kitchen and a toaster help make this getaway a favourite with guests.
  • "Charming, Beloved House" is the sort of place you go to get away from it all and appreciate your surroundings, starting with its pool. A TV and coffee and tea making facilities are also on hand to make your visit as comfortable as possible.

Curious what the weather's like in South Weymouth? It has a humid subtropical climate, with average temperatures in summer ranging from 65null to 80null. If you'd like more inspiration on where to stay in this popular destination, use the search bar at the top of the page and adjust the filters to scroll through our entire selection of South Weymouth holiday rentals.

What are the best large family holiday rentals in or near South Weymouth?

It's always more fun to share wonderful times with the people closest to your heart. Whether you're organising a family catch-up or spending time with close friends, we'll have a large holiday rental that's perfect for you. Here are two of our best in and around South Weymouth:

  • Invite your nearest and dearest to "Leslie's Retreat: Spacious Home Ideally Located To Everything", which has 5 bedrooms that sleep up to 11 guests. This getaway is around 25 miles to the north of South Weymouth and comes with amenities such as a separate dining area and a kitchen island.
  • Another top choice is "Harborfront Villa, Charming Mix Of Contemporary And Turn Of The Century Elegance". This property is 15 miles north of South Weymouth and comes with a travel crib, childrens activities and more. With 4 bedrooms accommodating up to 10 people, you won't need to leave anyone off your guest list.

If you'd love to sightsee, there are loads of family-friendly attractions close by to put on your wish list. New England Aquarium, Newbury Street and CoCo Key Water Resort - Boston are good places to start.

Are there one-bedroom holiday rentals in or near South Weymouth?

Often located in prime positions due to their smaller footprint, a one-bedroom holiday rental is a perfect solution if you're travelling solo or with one other person. Here's a taste of our range in or near South Weymouth:

  • Good things really do come in small packages, and "Private Recently Updated Condo" is no exception. This one-bedroom holiday rental is not far from the central streets and includes amenities like a garden and a kitchen.
  • Or perhaps "Spacious 1bedroom With Futon And Air Mattresses" is a better match. Another conveniently located one-bedroom option, this place has a kitchen, off-street parking options and more.