Leicester holiday rentals

We found 3,697 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Leicester that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, including parking and a garden. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Leicester

Showing deals for:25 Dec - 1 Jan

Interior
Private kitchen
Interior
Dining
Exceptional
(98 reviews)

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

Boston

8% off
AU$17,025
for 7 nights, 1 home
AU$2,432 per night
includes taxes & fees
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Downstairs full bathroom.
Front of house.
The cottage is handicap accessible. The ramp is wide enough for wheelchairs.
Downstairs master bedroom with Queen bed.
Exceptional
(41 reviews)

The Maybrook: Lake & Sauna

Holland

15% off
AU$2,997
for 7 nights, 1 cottage
AU$428 per night
includes taxes & fees
The Maybrook: Lake & Sauna
The living room is right next to the kitchen
Breakfast bar
Side door/guest entrance, enters into the kitchen
Upstairs hallway and staircase
Exceptional
(41 reviews)

Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

Easthampton

5% off
AU$4,537
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
Old World Charm, Modern Conveniences - 3 BR private home in quiet setting
Outdoor dining
Exterior
Interior
Interior
Exceptional
(22 reviews)

Hendee Mansion 5BR Historic Home

Springfield

8% off
AU$5,440
for 7 nights, 1 home
AU$777 per night
includes taxes & fees
Hendee Mansion 5BR Historic Home
Living area
Living area
Living area
Room
Exceptional
(37 reviews)

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Westminster

8% off
AU$6,333
for 7 nights, 1 cabin
AU$905 per night
includes taxes & fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Room
Private kitchen
Interior
Living area
Exceptional
(11 reviews)

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Windsor Locks

16% off
AU$4,315
for 7 nights, 1 home
AU$616 per night
includes taxes & fees
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Exterior
Terrace/patio
Interior
Interior
Exceptional
(12 reviews)

LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!

Ashburnham

8% off
AU$3,831
for 7 nights, 1 home
AU$547 per night
includes taxes & fees
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!
Room
Living area
Private kitchen
Room
Exceptional
(14 reviews)

Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station

Boston

20% off
AU$8,016
for 7 nights, 1 home
AU$1,145 per night
includes taxes & fees
Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station
Property grounds
Private kitchen
Games room
Independent entrance
Exceptional
(79 reviews)

Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

Suffield

8% off
AU$2,729
for 7 nights, 1 apartment
AU$390 per night
includes taxes & fees
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
Property grounds
Exterior
Interior
Room
Exceptional
(26 reviews)

Wizard's Roost at Underhill Hollow

North Grosvenordale

6% off
AU$1,639
for 7 nights, 1 home
AU$234 per night
includes taxes & fees
Wizard's Roost at Underhill Hollow
Exterior
Terrace/patio
Room
Private kitchen
Exceptional
(34 reviews)

Lovely Studio Walk to Wellesley and Babson College

welleslely

8% off
AU$3,087
for 7 nights, 1 home
AU$441 per night
includes taxes & fees
Lovely Studio Walk to Wellesley and Babson College
Private kitchen
Living area
Living area
Outdoor dining
Exceptional
(45 reviews)

Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH

Boston

8% off
AU$7,757
for 7 nights, 1 apartment
AU$1,108 per night
includes taxes & fees
Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH
Master bedroom, great view, queen size bed
Outdoor dining
View from Deck to Pool
Living area
Exceptional
(76 reviews)

Awesome Strategic Location Near Smith College

Williamsburg

8% off
AU$4,971
for 7 nights, 1 home
AU$710 per night
includes taxes & fees
Awesome Strategic Location Near Smith College
Living area
Living area
Terrace/patio
Private kitchen
Exceptional
(6 reviews)

Charming 3 bedroom home Centrally located in Worcester

Worcester

8% off
AU$3,483
for 7 nights, 1 home
AU$498 per night
includes taxes & fees
Charming 3 bedroom home Centrally located in Worcester
Kitchen
Property grounds
Sitting room
Exterior detail
Exceptional
(21 reviews)

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

Cambridge

8% off
AU$4,766
for 7 nights, 1 home
AU$681 per night
includes taxes & fees
Charming 2-bedroom house with a hidden garden in lovely Cambridge.
Room
Interior
Interior
Interior
Exceptional
(21 reviews)

Modern home-like 3BR2BA Retreat/Minutes to T

Boston

8% off
AU$5,968
for 7 nights, 1 home
AU$853 per night
includes taxes & fees
Modern home-like 3BR2BA Retreat/Minutes to T
Exterior
wraparound porch
living room and kitchen
view into kitchen from the hallway
Exceptional
(73 reviews)

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

Littleton

8% off
AU$3,479
for 7 nights, 1 home
AU$497 per night
includes taxes & fees
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
Dining
Living area
Interior
Private kitchen
Wonderful
(19 reviews)

Newly Renovated Modern Retreat l Near T

Dorchester

5% off
AU$5,876
for 7 nights, 1 apartment
AU$839 per night
includes taxes & fees
Newly Renovated Modern Retreat l Near T
Living area
Private kitchen
Dining
Interior
Exceptional
(27 reviews)

Modern 3BR Near Six Flags, Big E, major Hospitals & Museums

Springfield

7% off
AU$2,013
for 7 nights, 1 home
AU$288 per night
includes taxes & fees
Modern 3BR Near Six Flags, Big E, major Hospitals & Museums
Private kitchen
Spacious 4 BR home for groups. Perfect for relaxing and gathering together
Outdoor dining
Dining
Exceptional
(12 reviews)

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

Boston

8% off
AU$7,428
for 7 nights, 1 apartment
AU$1,061 per night
includes taxes & fees
4BR Near Downtown Boston Private Driveway Parking & 1-Min Walk to Train
Property grounds
Private kitchen
Living area
Dining
Wonderful
(24 reviews)

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

Boston

8% off
AU$5,737
for 7 nights, 1 apartment
AU$820 per night
includes taxes & fees
Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2
Living room
Backyard
Stainless steel kitchen appliances. (Old Table)
Bedroom #1
Exceptional
(71 reviews)

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

Boston

5% off
AU$3,557
for 7 nights, 1 apartment
AU$508 per night
includes taxes & fees
2 bedrooms with air-conditioning, parking, laundry, WiFi near Sam Adams & subway
Dining
Interior
Private kitchen
Room
Excellent
(7 reviews)

6BR3BA w Parking Near T I Foosball & Family Space

Boston

8% off
AU$7,068
for 7 nights, 1 apartment
AU$1,010 per night
includes taxes & fees
6BR3BA w Parking Near T I Foosball & Family Space
Living area
Living area
Dining
Room
Exceptional
(78 reviews)

The Pistachio Room at TPH - Boston

Boston

7% off
AU$1,419
for 7 nights, 1 room
AU$203 per night
includes taxes & fees
The Pistachio 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

Find the perfect holiday rental for your Leicester getaway

Learn about the unique charm of Leicester with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Leicester

Are you hoping to discover attractions to see while you're in town? Venture out of your cosy holiday rental and check out everything that makes Leicester a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cyprian Keyes (9.6 mi / 15.5 km)
  • Westborough Country Club (14.7 mi / 23.6 km)
  • Palmer Motorsports Park (17.2 mi / 27.6 km)
  • Wachusett Mountain Ski Area (17.4 mi / 28 km)
  • Hardwick Vineyard and Winery (18.1 mi / 29.1 km)
  • Cascading Waters (3.7 mi / 5.9 km)

Exploring the natural features in Leicester

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Leicester is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Elm Park (4.8 mi / 7.7 km)
  • EcoTarium (7.2 mi / 11.6 km)
  • Buffumville Lake (8.8 mi / 14.1 km)
  • Tower Hill Botanic Garden (12.3 mi / 19.7 km)
  • New England Baseball Complex (12.6 mi / 20.3 km)
  • Lake Chaubunagungamaug (14.6 mi / 23.4 km)

Travelling to and around Leicester

Fly into Worcester, MA (ORH-Worcester Regional), the closest airport, located 2.6 mi (4.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Pawtucket, RI (SFZ-North Central State), which is 31.2 mi (50.2 km) away.

Frequently asked questions

What is the best area to stay in Leicester when booking a holiday rental?
When considering a holiday rental in Leicester, Massachusetts, one of the best areas to explore is the charming neighbourhood that surrounds the picturesque Leicester Town Common. This area boasts a serene atmosphere, superb for those looking to enjoy a peaceful retreat while still being close to local amenities. The Town Common itself is a lovely spot to relax, often hosting community events and offering a glimpse into the town's history.Another appealing area is near the scenic Lake Quinsigamond, which is not far from Leicester. This beautiful lake offers various recreational activities, including kayaking, fishing, and walking trails, making it ideal for outdoor enthusiasts. The surrounding neighbourhoods provide a range of properties, from quaint cottages to larger family homes, ensuring there's something to suit different preferences.Additionally, Leicester is conveniently located near Worcester, where you can visit attractions like the EcoTarium and the Worcester Art Museum, adding to the overall appeal of staying in Leicester.
Where are the best Leicester ski resort rentals?
For ski resort rentals near Leicester, Massachusetts, the closest area with skiing opportunities is Wachusett Mountain, located about a half-hour drive away. In the nearby towns of Princeton and Westminster, travellers can find a range of holiday rentals suitable for those looking to hit the slopes. Many properties in this region include modern amenities such as fully equipped kitchens, comfortable living areas, and access to outdoor spaces like patios or decks, superb for unwinding after a day of skiing.In Princeton, you may come across charming cabins and homes offering rustic charm, often featuring cosy fireplaces and ample space for families or groups. These accommodations provide a warm retreat and often have easy access to local dining options and shops, adding to the convenience of your stay.Moreover, the area around Wachusett Mountain offers not only skiing but also beautiful hiking trails for those interested in exploring the landscape during the off-season. Properties in this vicinity frequently include features like ski storage, ensuring that guests have a comfortable and practical base for their winter adventures.
What is the most popular type of holiday rental accomodation in Leicester?
In Leicester, holiday houses are the most popular type of holiday rental, with about 12 available throughout the area. These properties typically offer spacious living environments, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. They are well-suited for families or groups seeking a comfortable home base while exploring the charming surroundings. Additionally, there are several apartments available, which provide a more compact option for those looking for convenience and a cozy feel.
Are there any family house rentals in Leicester?
In Leicester, Massachusetts, there are several family-friendly house rentals available. The area features spacious properties that cater well to groups, often including amenities such as fully equipped kitchens for preparing meals, comfortable living areas for relaxation, and outdoor spaces for children to play.Visitors can enjoy the nearby attractions, including the scenic Leicester State Forest, which offers trails for hiking and nature walks. Additionally, the town is conveniently located within a short drive of Worcester, where families can explore cultural sites like the EcoTarium, a hands-on museum that's great for children.
Are there pet-friendly house rentals in Leicester?
In Leicester, Massachusetts, there are several pet-friendly house rentals available for travellers seeking a comfortable stay. Many of these properties are well-equipped with amenities such as spacious living areas, fully stocked kitchens, and outdoor spaces where pets can enjoy the fresh air.The rentals in Leicester often provide easy access to local parks and recreational areas, making it convenient for pet owners to take their furry friends for walks or enjoy outdoor activities. For instance, nearby parks offer trails and green spaces that are great for leisurely strolls or picnics.
Are there any remote work holiday rentals in Leicester?
In Leicester, Massachusetts, there are several remote work-friendly holiday rentals available, with around 15 options to choose from. These properties cater specifically to those looking to balance work and leisure, often featuring essential amenities such as high-speed internet, dedicated office spaces, printers, and desks. Many rentals also offer complimentary Wi-Fi, ensuring a seamless working experience.The area provides a peaceful environment, ideal for focused work, while being close to local parks and recreational activities for downtime. Travellers can find accommodations that combine comfort with practicality, making it easy to transition from work to relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Leicester?
In Leicester, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals and enjoy dining in comfort. Many rentals also feature onsite parking, providing convenience for those travelling by car. Additionally, visitors can expect coffee and tea makers for a refreshing beverage at any time of day. Many properties come with decks or patios, offering a lovely outdoor space to relax. For those needing to work or study while away, a desk is often included, suiting business travellers as well.
When is the best time to visit Leicester for a holiday rental?
The best time to visit Leicester for a holiday rental is from January to March, which marks the peak season in this charming Massachusetts town. During these winter months, visitors flock to enjoy the delightful snowy landscape, making it an ideal time for winter sports and festive activities. The region offers a variety of outdoor adventures, from skiing at nearby resorts to enjoying winter hikes, all while surrounded by the picturesque scenery of the New England countryside.In January, Leicester experiences temperatures ranging from -5 to 5 degrees Celsius, creating a crisp yet invigorating environment for those who appreciate the beauty of winter. The town's winter charm is complemented by local events and community gatherings, providing a warm atmosphere amidst the chilly weather.For those seeking a more budget-friendly option, consider planning your visit in October. This month showcases the stunning autumn foliage, allowing you to experience the vibrant colours of fall without the hustle and bustle of peak season. October invites leisurely strolls through local parks and scenic drives, enhancing your appreciation for the area's natural beauty.
What are the top attractions in Leicester?
In Leicester, Massachusetts, visitors can enjoy a range of attractions that highlight the area's natural beauty and community spirit. The nearby Leicester State Forest offers picturesque hiking trails and opportunities for birdwatching, making it a great spot for outdoor enthusiasts. The forest features various paths that cater to different skill levels, allowing families to explore and enjoy the scenic surroundings.For those interested in local history, the Leicester Historical Society provides insights into the town's past, featuring exhibits and events that celebrate its heritage. The town is also home to several charming parks, such as the Leicester Town Common, which is great for leisurely strolls, picnics, or simply relaxing outdoors.Additionally, the nearby Quabbin Reservoir, located a short drive away, provides stunning views and recreation opportunities, including fishing and kayaking, making it a popular destination for locals and visitors alike.
Are all fees included in the Leicester 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 Leicester holiday homes with parking?
Stayz offers a wide selection of holiday homes in Leicester 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 Leicester holiday homes?
You can find great discounts on holiday homes in Leicester 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 Leicester holiday home booking on Stayz?
To find Leicester 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 Leicester?
A long-stay holiday home in Leicester 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 Leicester holiday home?
Book your Leicester 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 Leicester?
Prices for holiday homes in Leicester 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 Leicester 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.