Weston holiday homes

We found 1,433 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Weston to find one that's perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Weston

Showing deals for:25 Dec - 1 Jan

Interior
Private kitchen
Dining
Exceptional
(96 reviews)

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

Boston

8% off
NZ$20,875
for 7 nights, 1 home
NZ$2,982 per night
includes taxes & fees
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Interior
Exterior detail
Outdoor dining
Private kitchen
Exceptional
(6 reviews)

Luxury Tuscan style villa just few miles from downtown Boston .Newton Reg #24-17

Newton

9% off
NZ$31,569
for 7 nights, 1 home
NZ$4,510 per night
includes taxes & fees
Luxury Tuscan style villa just few miles from downtown Boston .Newton Reg #24-17
Room
Terrace/patio
Exterior
Exterior detail
Exceptional
(33 reviews)

Lovely Studio Walk to Wellesley and Babson College

Wellesley

8% off
NZ$3,794
for 7 nights, 1 home
NZ$542 per night
includes taxes & fees
Lovely Studio Walk to Wellesley and Babson College
Sitting room
Property grounds
Exterior detail
Interior
Exceptional
(21 reviews)

Charming 2-bedroom house with a hidden garden in lovely Cambridge.

Cambridge

7% off
NZ$5,979
for 7 nights, 1 home
NZ$854 per night
includes taxes & fees
Charming 2-bedroom house with a hidden garden in lovely Cambridge.
BPL Egleston Square library branch
Backyard
Stainless steel kitchen appliances. (Old Table)
Living room
Exceptional
(69 reviews)

2 bedrooms with air-conditioning, parking, laundry, WiFi near Sam Adams & subway

Boston

5% off
NZ$4,372
for 7 nights, 1 apartment
NZ$625 per night
includes taxes & fees
2 bedrooms with air-conditioning, parking, laundry, WiFi near Sam Adams & subway
Private kitchen
Exterior detail
Living area
Exterior detail
Exceptional
(8 reviews)

3-bedroom 2 baths beautiful victorian with WiFi, AC

Boston

8% off
NZ$8,139
for 7 nights, 1 apartment
NZ$1,163 per night
includes taxes & fees
3-bedroom 2 baths beautiful victorian with WiFi, AC
Hallway between bedrooms, kitchen & bathroom
Living area
Dining
Living area
Exceptional
(11 reviews)

Comfy, Stylish Apt. Near Uni's, Driveway

Somerville

8% off
NZ$6,561
for 7 nights, 1 apartment
NZ$937 per night
includes taxes & fees
Comfy, Stylish Apt. Near Uni's, Driveway
Interior
Room
Living area
Dining
Exceptional
(45 reviews)

A Cozy 5BR Apartment near Harvard Square and MIT

Cambridge

7% off
NZ$7,165
for 7 nights, 1 apartment
NZ$1,024 per night
includes taxes & fees
A Cozy 5BR Apartment near Harvard Square and MIT
Room
Living area
Interior
Living area
Exceptional
(78 reviews)

The Pistachio Room at TPH - Boston

Boston

7% off
NZ$1,744
for 7 nights, 1 room
NZ$249 per night
includes taxes & fees
The Pistachio Room at TPH - Boston
Laundry in property
Private kitchen
Overview
Living area
Exceptional
(52 reviews)

A beautiful 3BR Apartment near Harvard and MIT.

Cambridge

6% off
NZ$5,290
for 7 nights, 1 apartment
NZ$756 per night
includes taxes & fees
A beautiful 3BR Apartment near Harvard and MIT.
Living area
Room
Private kitchen
Terrace/patio
Exceptional
(24 reviews)

Cozy Cambridge 2bed 2bath w/ Patio & Parking Pass

Cambridge

15% off
NZ$5,561
for 7 nights, 1 home
NZ$794 per night
includes taxes & fees
Cozy Cambridge 2bed 2bath w/ Patio & Parking Pass
Entrance/steps to apartment. Please note, steps required
Living area
Interior
Located on floor 2 of a classic Boston 1860's Rowhouse
Exceptional
(89 reviews)

Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!

Boston

8% off
NZ$2,793
for 7 nights, 1 apartment
NZ$399 per night
includes taxes & fees
Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!
Private kitchen
Interior
Outdoor dining
Room
Exceptional
(30 reviews)

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

Boston

7% off
NZ$3,091
for 7 nights, 1 apartment
NZ$442 per night
includes taxes & fees
Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train
Fort Hill Inn, Boston. Main Building forthillinn.com
Isabella Stewart Gardner Museum, Walking distance from Inn
Open Space with Doors available for privacy between Kitchen/ Bedroom
Modern with nice Historic Details, Original Decorative Marble Fireplace
Exceptional
(83 reviews)

Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center

Boston

8% off
NZ$2,793
for 7 nights, 1 apartment
NZ$399 per night
includes taxes & fees
Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center
Interior
Exterior detail
Open Kitchen
Dining
Wonderful
(6 reviews)

Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center

Boston

8% off
NZ$4,825
for 7 nights, 1 apartment
NZ$689 per night
includes taxes & fees
Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center
Open Dining with Galley Kitchen
Interior
Queen Bedroom #2 on Garden Level
Newly Refreshed Kitchen, Compact Dishwasher in cabinet under Sink
Wonderful
(34 reviews)

Fort Hill Inn, Boston *Sunny* 2 bed Duplex, Spacious! ! Minutes to Center!!

Boston

8% off
NZ$4,781
for 7 nights, 1 apartment
NZ$683 per night
includes taxes & fees
Fort Hill Inn, Boston *Sunny* 2 bed Duplex, Spacious! ! Minutes to Center!!
Located on a quiet Private Way, In The Fort Hill neighborhood.
Main Building At 3 Centre Place( You will be staying at 2 centre Place)
Open City Loft with sleeper sofa
Newly Renovated interior of The Boston/Public Library
Exceptional
(85 reviews)

Fresh Modern City Loft Apt! Easy Access to the city!

Boston

8% off
NZ$2,706
for 7 nights, 1 apartment
NZ$387 per night
includes taxes & fees
Fresh Modern City Loft Apt! Easy Access to the city!
Interior
Living area
Private kitchen
Exterior detail
Exceptional
(19 reviews)

"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center

Boston

8% off
NZ$2,645
for 7 nights, 1 apartment
NZ$378 per night
includes taxes & fees
"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center
Interior
Exterior detail
Living area
Outdoor dining
Exceptional
(24 reviews)

Charming 1BR w/ Fireplace Near Fenway & Longwood

Brookline

8% off
NZ$3,843
for 7 nights, 1 apartment
NZ$549 per night
includes taxes & fees
Charming 1BR w/ Fireplace Near Fenway & Longwood
Outdoor dining
Stairs to Apartment - We Shovel for You!
Private kitchen
Living Room - Your Home Away from Home
Exceptional
(24 reviews)

Large 5-Bed Modern Family Retreat with Kitchen & Free Parking Near Boston!

Boston

5% off
NZ$2,369
for 7 nights, 1 apartment
NZ$338 per night
includes taxes & fees
Large 5-Bed Modern Family Retreat with Kitchen & Free Parking Near Boston!
Interior
Living area
Exterior
Dining
Exceptional
(35 reviews)

The Sunset Room at TPH - Boston

Boston

7% off
NZ$1,703
for 7 nights, 1 room
NZ$243 per night
includes taxes & fees
The Sunset Room at TPH - Boston

  • 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

The riverfront setting of Weston is ready to explore

The riverfront and island views create a pretty picture of Weston. Renowned for its basketball games, university setting and camping, this city welcomes all visitors. Fenway Park and Harvard Square are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Weston

Are you searching for top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Weston a fun place to get away to. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Encore Boston Harbor (12.1 mi / 19.5 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (6.2 mi / 10 km)
  • Fun and Games Family Entertainment Center (6.7 mi / 10.8 km)
  • Samuel Adams Brewery (10.9 mi / 17.5 km)
  • Boston Marathon Finish Line (11.5 mi / 18.5 km)
  • LEGO® Discovery Center Boston (11.6 mi / 18.6 km)

Exploring the natural features in Weston

Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Weston. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (12.1 mi / 19.5 km)
  • Copley Square (11.6 mi / 18.7 km)
  • Boston Harbor (12.9 mi / 20.8 km)
  • Walden Pond (5.4 mi / 8.6 km)
  • Cochituate State Park (5.5 mi / 8.9 km)
  • Arnold Arboretum (10.3 mi / 16.6 km)

Transport options to and around Weston

Fly into Bedford, MA (BED-Laurence G. Hanscom Field), the closest airport, located 6.8 mi (10.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Norwood, MA (OWD-Norwood Memorial), which is 14 mi (22.5 km) away.

If you're travelling by train, Weston Kendal Green Station, Weston Hastings Station and Weston Silver Hill Station are the main stations in the city.

Frequently asked questions

What is the best area to stay in Weston when booking a holiday rental?
When considering a holiday rental in Weston, Massachusetts, one of the most appealing areas to stay in is the neighbourhood surrounding the town centre. This area offers a charming blend of suburban tranquillity and easy access to local amenities. You'll find a selection of properties that provide a comfortable and welcoming atmosphere, superb for both families and couples alike.In this central region, visitors can enjoy the beautiful Weston Town Green, a lovely spot for a leisurely stroll or a picnic, and the nearby Weston Historical Society, which showcases the town's rich history. Additionally, the stunning landscape of the nearby Weston Aqueduct offers picturesque views and opportunities for walking or cycling.Another great choice is the area near the scenic Cat Rock Park, which features hiking trails and a serene environment for nature lovers. The properties here often boast spacious gardens and access to outdoor activities, making it an ideal retreat.
What is the most popular type of holiday rental accomodation in Weston?
In Weston, holiday houses are the most popular type of holiday rental, 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 seeking comfort and convenience during their stay. Many of these properties also feature private gardens or outdoor spaces, superb for relaxing after exploring the local attractions. Additionally, there are several apartments available, which provide a cozier alternative, often located in quieter neighbourhoods.
Are there any family house rentals in Weston?
In Weston, Massachusetts, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area is known for its picturesque neighbourhoods, where visitors can find spacious homes equipped with multiple bedrooms, large living areas, and outdoor spaces great for family activities. Many properties come with fully stocked kitchens, allowing for convenient meal preparation after a day of exploring.Weston is conveniently located near attractions such as the beautiful Weston Town Centre, which features quaint shops and eateries, as well as nearby parks like the scenic Cat Rock Park, offering trails and playgrounds for outdoor fun.
Can I rent a holiday home with a pool or hot tub in Weston?
In Weston, Massachusetts, there are several holiday homes available for rent that feature pools and hot tubs. This picturesque town, known for its lush landscapes and suburban charm, offers a tranquil retreat for travellers seeking relaxation. Many of the properties include amenities such as private swimming pools, hot tubs, and spacious outdoor areas, superb for enjoying warm summer evenings. Inside, you can expect fully equipped kitchens, comfortable living spaces, and often multiple bedrooms, making them suitable for families or groups.
Are there pet-friendly house rentals in Weston?
In Weston, Massachusetts, there are several pet-friendly house rentals available, allowing travellers to enjoy a comfortable stay with their furry companions. The area is known for its picturesque suburban charm, with spacious properties that often feature amenities such as large backyards, fully equipped kitchens, and cosy living areas. Many homes come with additional conveniences like laundry facilities and Wi-Fi, making them ideal for families or groups.Weston is surrounded by beautiful parks and nature reserves, providing ample opportunities for outdoor activities with pets. One great location is the nearby Cat Rock Park, which offers walking trails and scenic views, superb for leisurely strolls. Additionally, the scenic conservation areas and trails in the vicinity allow for enjoyable outings.
Are there any remote work holiday rentals in Weston?
In Weston, Massachusetts, there are several remote work-friendly holiday rentals available. This charming suburb offers a peaceful environment suitable for productivity, complemented by its picturesque landscapes and proximity to Boston. Many of the properties feature essential amenities for remote work, including complimentary Wi-Fi, dedicated workspaces, and comfortable desks, ensuring a conducive atmosphere for working from home.Additionally, guests can enjoy spacious living areas and well-equipped kitchens, allowing for a pleasant blend of work and leisure. With beautiful parks and walking trails nearby, such as the scenic Weston Town Forest, residents can take refreshing breaks to recharge. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Weston?
In Weston, popular rental amenities include modern kitchens, allowing guests to prepare their own meals, and inviting decks or patios for outdoor relaxation or dining. Many properties also feature dedicated workspaces with desks and desk chairs, suiting those who may need to attend to work while away. Additionally, the presence of fireplaces adds a touch of warmth and comfort, making these rentals particularly appealing during the cooler months.
When is the best time to visit Weston for a holiday rental?
April is the most popular month to visit Weston, Massachusetts, making it an ideal time for those looking to enjoy the beauty of spring. The peak season spans from March to May, when the area comes alive with blooming flowers and a range of outdoor activities. This period is superb for visitors eager to explore Weston's charming parks, historic sites, and scenic trails, all while enjoying mild temperatures averaging between 5 and 15 degrees Celsius.As the weather warms up, you'll find the community bustling with events and opportunities for leisurely strolls through the picturesque streets lined with blossoming trees. The comfortable climate also makes it an excellent time for outdoor picnics and family gatherings, allowing you to fully embrace the natural beauty that Weston has to offer.For those looking for a more budget-friendly option, consider visiting in December. This month may be less crowded, allowing for peaceful exploration of the area's winter charm, including quaint holiday decorations and local festivities.Ultimately, your ideal time to book a holiday rental in Weston will depend on whether you seek the vibrant energy of spring or the tranquil atmosphere of winter.
What are the top attractions in Weston?
In Weston, Massachusetts, visitors can enjoy a variety of attractions that highlight the area's natural beauty and historic charm. The town is renowned for its numerous conservation areas, such as the beautiful Weston Town Forest, which offers scenic walking trails and opportunities for birdwatching. Additionally, the historic Codman Community Farm provides a glimpse into local agriculture and is a great place for families to explore and learn about farm life.The Weston Historical Society is another point of interest, where guests can delve into the town's rich history through exhibits and events. For those interested in outdoor activities, the nearby Sudbury River offers kayaking and canoeing opportunities, allowing visitors to enjoy the tranquil waters and picturesque surroundings.
Are all fees included in the Weston holiday homes prices shown on Bookabach?
Bookabach 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 Weston holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Weston 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 Weston holiday homes?
You can find great discounts on holiday homes in Weston on Bookabach, 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 Weston holiday home booking on Bookabach?
To find Weston holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Weston?
A long-stay holiday home in Weston 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 Bookabach?
Bookabach'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 Weston holiday home?
Book your Weston 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Weston?
Prices for holiday homes in Weston 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. Bookabach offers something for every taste and budget, from affordable homes in Weston to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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