Roxbury holiday rentals

We found 294 holiday rentals — enter your dates for availability
Discover a selection of 18 homes, 62 apartments and other holiday rentals in Roxbury that are perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Roxbury

Showing deals for:25 Dec - 1 Jan

Interior
Private kitchen
Property grounds
Living area
Wonderful
(24 reviews)

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

Boston

8% off
AU$5,648
for 7 nights, 1 apartment
AU$807 per night
includes taxes & fees
Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2
Stainless steel kitchen appliances. (Old Table)
Backyard
Bedroom #1
Living room
Exceptional
(69 reviews)

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

Boston

5% off
AU$3,502
for 7 nights, 1 apartment
AU$500 per night
includes taxes & fees
2 bedrooms with air-conditioning, parking, laundry, WiFi near Sam Adams & subway
Private kitchen
Exterior detail
Interior
Living area
Exceptional
(8 reviews)

3-bedroom 2 baths beautiful victorian with WiFi, AC

Boston

8% off
AU$6,465
for 7 nights, 1 apartment
AU$924 per night
includes taxes & fees
3-bedroom 2 baths beautiful victorian with WiFi, AC
Interior
Living area
Open Kitchen/Dining Area
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
AU$2,288
for 7 nights, 1 apartment
AU$327 per night
includes taxes & fees
Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!
Fort Hill Inn,  Boston.   Main Building  forthillinn.com
Isabella Stewart Gardner Museum, Walking distance from Inn
Room
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
AU$2,288
for 7 nights, 1 apartment
AU$327 per night
includes taxes & fees
Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center
Interior
Exterior detail
Living area
Open Kitchen
Wonderful
(6 reviews)

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

Boston

8% off
AU$3,791
for 7 nights, 1 apartment
AU$542 per night
includes taxes & fees
Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center
Located on the adjacent Private way.  Outdoor  Deck for guest use.
Interior
Open Dining with Galley Kitchen
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
AU$3,755
for 7 nights, 1 apartment
AU$536 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
AU$2,216
for 7 nights, 1 apartment
AU$317 per night
includes taxes & fees
Fresh Modern City Loft Apt! Easy Access to the city!
Room
Living area
Exterior detail
Interior
Exceptional
(19 reviews)

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

Boston

8% off
AU$2,168
for 7 nights, 1 apartment
AU$310 per night
includes taxes & fees
"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center
Interior
Exterior detail
Interior
Room
Exceptional
(41 reviews)

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

Boston

8% off
AU$4,899
for 7 nights, 1 apartment
AU$700 per night
includes taxes & fees
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
A six-seat dining table makes it perfect for meals together!
Room
With stylish touches, cozy seating, and plenty of room to unwind
The living room is thoughtfully designed, offering a warm & inviting atmosphere.
Exceptional
(5 reviews)

Family-Friendly 3BR Apartment Close to Everything

Boston

8% off
AU$4,118
for 7 nights, 1 apartment
AU$588 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

Frequently asked questions

When is the best time to visit Roxbury for a holiday rental?
The peak season for visiting Roxbury typically falls between February and April, when the vibrant energy of early spring begins to awaken the city. This period is superb for those who enjoy cultural experiences, as many local events and festivals start to take place, offering a rich taste of Roxbury's diverse heritage and community spirit.During these months, visitors can enjoy mild temperatures, ranging from 0 to 15 degrees Celsius, making it a comfortable time to explore the area. The blossoming parks and nearby attractions create a lovely backdrop for outdoor activities and leisurely strolls. The proximity to Boston also allows for easy day trips, with a wealth of museums, historical sites, and dining options just a short ride away.For travellers seeking more affordable options, November presents a wonderful alternative. This month is quieter, allowing you to appreciate Roxbury's charm without the hustle and bustle of peak tourist traffic. The city's historic architecture and local eateries can be enjoyed at a more relaxed pace, and the autumnal scenery adds a picturesque touch to your visit.Ultimately, the best time to book a holiday rental in Roxbury hinges on your preference for vibrant events and community activities in the spring, or a more tranquil experience in the fall.
What are the top attractions in Roxbury, Massachusetts, United States of America?
In Roxbury, Massachusetts, visitors can engage in a rich tapestry of culture and history. The neighbourhood is home to the Museum of the National Centre of Afro-American Artists, which showcases a diverse range of artworks and exhibitions celebrating African American culture. Just a short distance away, the historic Fort Hill offers scenic views and a glimpse into the area's past, with its 19th-century homes and vibrant community atmosphere.Another top attraction is the Roxbury Heritage State Park, where guests can enjoy walking trails and green spaces that highlight the natural beauty of the area. Additionally, the nearby Dudley Street neighbourhood is known for its community gardens and local initiatives, making it a vibrant spot to explore local life and culture.For those interested in education and history, the area is close to the historic sites of the African Meeting House and the Abiel Smith School, which are significant in Boston's African American history.
Are all fees included in the Roxbury 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 Roxbury holiday homes with parking?
Stayz offers a wide selection of holiday homes in Roxbury 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 Roxbury holiday homes?
You can find great discounts on holiday homes in Roxbury 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 Roxbury holiday home booking on Stayz?
To find Roxbury 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 Roxbury?
A long-stay holiday home in Roxbury 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 Roxbury holiday home?
Book your Roxbury 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 Roxbury?
Prices for holiday homes in Roxbury 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 Roxbury 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.

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