Ludlow holiday rentals

We found 999 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Ludlow by choosing from 243 houses, 33 apartments and other holiday rentals. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Ludlow

Showing deals for:11 Dec - 18 Dec

Interior
Property grounds
Living area
Dining
Exceptional
(48 reviews)

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Ludlow

8% off
AU$8,570
for 7 nights, 1 chalet
AU$1,224 per night
includes taxes & fees
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
The back deck with outdoor dining for 12 in the summer. A very private property.
Another view of the front of the home and the front porch in the summer.
Basement bedroom with 2 bunk beds, sleeps 4
Interior
Exceptional
(96 reviews)

Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12

Ludlow

16% off
AU$7,459
for 7 nights, 1 cabin
AU$1,066 per night
includes taxes & fees
Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12
Bear Room - 2nd Floor bedroom with a king bed, tv with roku and sitting area.
Fully stocked kitchen with plenty of room to prepare a family dinner
Welcome to the Blue Moon Bungalow!
Deer Room - 1st floor bedroom with a queen bed.
Exceptional
(11 reviews)

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Chester

8% off
AU$4,001
for 7 nights, 1 chalet
AU$572 per night
includes taxes & fees
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Property grounds
Living area
Living area
Private kitchen
Exceptional
(16 reviews)

Cozy Ski-House by Okemo Hot Tub & Mountain Privacy

Cavendish

8% off
AU$10,943
for 7 nights, 1 cabin
AU$1,563 per night
includes taxes & fees
Cozy Ski-House by Okemo Hot Tub & Mountain Privacy
Enjoy a nice fire while you overlook the Sachem Trail and watch people ski by.
Interior
Third floor fireplace room overlooking the Sachem Trail
Private kitchen
Exceptional
(32 reviews)

Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults

Ludlow

8% off
AU$21,876
for 7 nights, 1 chalet
AU$3,125 per night
includes taxes & fees
Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults
Interior
Living area
Exterior
Private kitchen
Exceptional
(16 reviews)

Okemo Mountain View Retreat

Cavendish

8% off
AU$10,077
for 7 nights, 1 home
AU$1,440 per night
includes taxes & fees
Okemo Mountain View Retreat
Bedroom 1- King bed with private large bathroom attached
New living room furniture January of 2026. Sectional sofa. Smart TV.
Solitude recreation center. Indoor /outdoor pool and hot tub. We are walk to it
Living room. New smart TV. Dining area
Exceptional
(27 reviews)

A1 Solitude.4 BDRM, ski in/out to main Solitude lift, pool/gym access. Parking!

Ludlow

8% off
AU$14,936
for 7 nights, 1 home
AU$2,134 per night
includes taxes & fees
A1 Solitude.4 BDRM, ski in/out to main Solitude lift, pool/gym access. Parking!
Interior
Exterior
Terrace/patio
Living area
Wonderful
(5 reviews)

Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit

Ludlow

6% off
AU$12,678
for 7 nights, 1 home
AU$1,811 per night
includes taxes & fees
Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit
Exterior
Small views of all 3 living room spaces and wet bar
Outdoor spa tub
Private kitchen
Exceptional
(67 reviews)

Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

Bridgewater Corners

13% off
AU$12,615
for 7 nights, 1 home
AU$1,802 per night
includes taxes & fees
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail
Covered outdoor patio with views of the lake, connecting to king bedroom
Front of home (late fall sunset)
View (summer) from the covered / screened-in outdoor patio
The Great Room and dining table - seats 10
Exceptional
(20 reviews)

5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C

Ludlow

8% off
AU$12,532
for 7 nights, 1 home
AU$1,790 per night
includes taxes & fees
5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C
.
Pool
Interior
Property grounds
Exceptional
(35 reviews)

Reading Farms Estate

Reading

8% off
AU$43,120
for 7 nights, 1 home
AU$6,160 per night
includes taxes & fees
Reading Farms Estate
Main dining space with seating for 12
IMG 1540
Outdoor dining
Coffee options galore!
Exceptional
(7 reviews)

Stylish new A Frame with Lake Rescue dock access

Ludlow

8% off
AU$7,138
for 7 nights, 1 home
AU$1,020 per night
includes taxes & fees
Stylish new A Frame with Lake Rescue dock access
Den area main level (baby not included!)
Master bedroom looking Southwest (upper level
Kitchen (main level)
Winter looking Southeast
Exceptional
(25 reviews)

All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!

Mount Holly

8% off
AU$4,839
for 7 nights, 1 cabin
AU$691 per night
includes taxes & fees
All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!
The formal dining room adjacent to the smaller dining room. Seating for 14 or more if you're strategic!
Outdoor spa tub
Another one of the living spaces with a 60" smart TV for you to sign into all the things. Ample space around the house for everyone to be comfortable.
Exterior
Exceptional
(7 reviews)

$0 Fees 7 Bdrms 9 Bthrms Minutes to Okemo Hot Tub

Cavendish

14% off
AU$9,754
for 7 nights, 1 home
AU$1,393 per night
includes taxes & fees
$0 Fees 7 Bdrms 9 Bthrms Minutes to Okemo Hot Tub
Living area
Dining
Interior
Living area
Exceptional
(6 reviews)

Stunning 3 br Timber Frame Ski Retreat on 6 acres

Belmont

8% off
AU$7,247
for 7 nights, 1 home
AU$1,035 per night
includes taxes & fees
Stunning 3 br Timber Frame Ski Retreat on 6 acres
Open living room with french doors, huge windows & vaulted ceiling
Front of house, early spring
Private driveway with ramp to enter house. Gently babbling stream in the front
Light filled kitchen
Exceptional
(7 reviews)

Frank Lloyd Wright inspired Private, mountain views, wheelchairs accessible

Weston

8% off
AU$5,819
for 7 nights, 1 home
AU$831 per night
includes taxes & fees
Frank Lloyd Wright inspired Private, mountain views, wheelchairs accessible
Queen
Hot Tub
Dining
2nd Living Room with Fireplace and Flat Screen TV
Exceptional
(85 reviews)

Sleeps 30 - 10BR - 5 Min to Okemo - Hot Tub - Walk to Downtown Ludlow

Ludlow

12% off
AU$11,556
for 7 nights, 1 home
AU$1,651 per night
includes taxes & fees
Sleeps 30 - 10BR - 5 Min to Okemo - Hot Tub - Walk to Downtown Ludlow
Dining
beautiful arial view of Sunrise in the fall
open floor plan condo with tons of amenities
work out room at Sunrise
Exceptional
(49 reviews)

True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access

Killington

8% off
AU$11,226
for 7 nights, 1 apartment
AU$1,604 per night
includes taxes & fees
True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access
Beautiful Fall Foliage - See Video!
Welcome Bear ..... We'll Leave the Light on For You!
Large Bear Creek room, main level. New hi end queen, ceiling fan, picture window
Main entryway. Bright and welcoming!
Exceptional
(68 reviews)

OKEMO VACATION HOUSE, HOT TUB, CENTRAL AIR 6 Bdrm (2 K, 3 Q, 1 bunk), sleeps 14

Ludlow

8% off
AU$12,439
for 7 nights, 1 home
AU$1,777 per night
includes taxes & fees
OKEMO VACATION HOUSE, HOT TUB, CENTRAL AIR 6 Bdrm (2 K, 3 Q, 1 bunk), sleeps 14
Enter through mud room door from the driveway
Interior
front porch with Adirondack chairs and a snowboard bench and icicle lights
2nd floor bathroom w/washer drier, 2 showers, extra linens, shampoo and soap
Exceptional
(60 reviews)

Victorian Village Home in Town! with access to shuttle service to Okemo.

Ludlow

12% off
AU$6,238
for 7 nights, 1 home
AU$891 per night
includes taxes & fees
Victorian Village Home in Town! with access to shuttle service to Okemo.
Stairway to Balcony
View of Both Levels
Outdoor 6 Person Hot tub
Dining
Exceptional
(33 reviews)

Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean

Bridgewater Corners

8% off
AU$4,803
for 7 nights, 1 home
AU$686 per night
includes taxes & fees
Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean
Private kitchen
Interior
Dining
Exterior
Exceptional
(11 reviews)

Main St Studio - Newly Updated!

Ludlow

8% off
AU$2,158
for 7 nights, 1 apartment
AU$308 per night
includes taxes & fees
Main St Studio - Newly Updated!
Exterior
Living area
Pool
Interior
Exceptional
(30 reviews)

3 Bed 3 Bath Luxury Ski-In/Ski-out Condo Killington Sunrise Village Slopeside

Killington

8% off
AU$9,670
for 7 nights, 1 apartment
AU$1,381 per night
includes taxes & fees
3 Bed 3 Bath Luxury Ski-In/Ski-out Condo Killington Sunrise Village Slopeside
Exterior detail
Property grounds
Living area
Interior
Exceptional
(14 reviews)

Okemo Mountain Ski-In/ski-out Condo Overlooking Kettlebrook Trail

Ludlow

8% off
AU$14,240
for 7 nights, 1 apartment
AU$2,034 per night
includes taxes & fees
Okemo Mountain Ski-In/ski-out Condo Overlooking Kettlebrook Trail

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The majestic setting of Ludlow is ready to explore

Enjoy the architecture and other features of Ludlow. Renowned for its skiing, snowboarding and mountain views, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Ludlow

Are you looking for attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Ludlow has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Okemo Mountain Resort (0.9 mi / 1.5 km)
  • Fox Run Golf Course (1.4 mi / 2.2 km)
  • Viking Nordic Center (12.5 mi / 20.1 km)
  • Magic Mountain Ski Resort (14.2 mi / 22.8 km)
  • Killington Adventure Center (16.6 mi / 26.7 km)
  • Killington Resort (16.7 mi / 26.8 km)

Exploring the natural landscape of Ludlow

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Ludlow is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Rescue (3.9 mi / 6.2 km)
  • Echo Lake (5.4 mi / 8.7 km)
  • Lowell Lake State Park (12.4 mi / 19.9 km)
  • Mount Ascutney (12.8 mi / 20.6 km)
  • Killington Peak (15.6 mi / 25.2 km)
  • Green Mountain National Forest (16.7 mi / 26.8 km)

Seasonal weather averages in Ludlow

Travellers enjoy Ludlow for its skiing. To make the most of the cold weather activities, you might consider visiting in January, March, November or February, when snowfall averages 35 cm and temperatures average -4°C.

Transport to and around Ludlow

The nearest airport is in Springfield, VT (VSF-Hartness State), located 9.7 mi (15.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 15.3 mi (24.6 km) away.

Frequently asked questions

What is the best area to stay in Ludlow when booking a holiday rental?
When looking for the best area to stay in Ludlow, Vermont, for a holiday rental, the village of Ludlow itself is an excellent choice. This charming area offers a delightful mix of convenience and scenic beauty, with easy access to the stunning Okemo Mountain Resort, which is a top attraction for both winter sports enthusiasts and summer hikers. The village is also home to quaint shops, restaurants, and local cafes, providing a lovely atmosphere to unwind after a day of adventure.Another appealing option is the nearby Cavendish area, which is known for its picturesque landscapes and historic sites, such as the Cavendish Historical Society and the beautiful Crowley Cheese Company. This area offers a more tranquil setting while still being just a short drive from the vibrant activities in Ludlow.In terms of holiday rentals, Ludlow has a diverse selection, with a variety of properties ranging from cosy cabins to more spacious homes, accommodating different group sizes and preferences.
Where are the best Ludlow ski resort rentals?
For renting near the Ludlow ski resort, the area surrounding Okemo Mountain is an excellent choice. This picturesque town offers a variety of holiday rentals, from cosy chalets to spacious condos that cater to different group sizes. Many properties are conveniently located within a short drive or a pleasant walk to the ski lifts, providing easy access to the slopes.Travellers can expect amenities such as fully equipped kitchens, which are ideal for preparing meals after a day of skiing, as well as comfortable living areas with fireplaces for warming up in the evenings. Some rentals also feature hot tubs or saunas, superb for relaxing sore muscles after a day on the mountain.Additionally, the town of Ludlow itself boasts a charming main street filled with local shops, restaurants, and cafés, enhancing the overall experience. Visitors can enjoy the vibrant community atmosphere, along with nearby attractions like the Black River Academy Museum. For those interested in outdoor activities beyond skiing, the surrounding Green Mountain National Forest offers scenic hiking trails and opportunities for snowshoeing or cross-country skiing during the winter months.
What is the most popular type of holiday rental accomodation in Ludlow?
In Ludlow, condos are the most popular type of holiday rental, with about 980 available throughout the area. These condos typically come with modern amenities such as fully equipped kitchens, cosy living spaces, and often, access to communal facilities like hot tubs and swimming pools. Many are conveniently located near the Okemo Mountain Resort, making them ideal for those looking to hit the slopes.In addition to condos, there are approximately 936 holiday houses scattered around Ludlow, which cater well to families or larger groups. These houses offer multiple bedrooms, spacious living areas, and often private outdoor spaces for enjoying the beautiful Vermont scenery.
Are there any family house rentals in Ludlow?
In Ludlow, Vermont, there are numerous family-friendly house rentals available, with around 391 options to choose from. This charming town is well known for its proximity to Okemo Mountain Resort, making it an ideal base for families looking to enjoy skiing in the winter or outdoor activities in the summer.Visitors can find properties that often feature spacious living areas, fully equipped kitchens for preparing family meals, and multiple bedrooms to accommodate larger groups comfortably. Many homes also include amenities such as game rooms, which are superb for entertaining children, as well as outdoor spaces for summer barbecues or snowman building in winter.The locale is not only close to the ski slopes but also surrounded by beautiful nature, with opportunities for hiking, fishing, and exploring the stunning landscape of the Green Mountains. Additionally, the vibrant community of Ludlow offers local shops and restaurants, providing a taste of the region's culture.
Can I rent a holiday home with a pool or hot tub in Ludlow?
In Ludlow, Vermont, there are plenty of holiday homes available for rent that feature pools or hot tubs, with around 183 options to choose from. This picturesque town, located in the Green Mountains, is a popular destination for both winter sports and summer activities. Many of the rental properties can be found near Okemo Mountain Resort, providing easy access to skiing in the winter and hiking or mountain biking in the warmer months.Travellers can expect a variety of amenities in these rentals, including private pools, hot tubs, and expansive outdoor spaces for relaxation and entertainment. Many properties also come equipped with fully fitted kitchens, spacious living areas, and some even feature game rooms or fireplaces, making them superb for families or groups looking to unwind after a day of exploring.
Are there pet-friendly house rentals in Ludlow?
In Ludlow, Vermont, there are numerous pet-friendly house rentals available, providing an inviting space for travellers with furry companions. Many of these properties come fully equipped with amenities that cater to comfort and convenience, such as spacious living areas, fully stocked kitchens, and outdoor spaces where pets can play.The neighbourhood itself is charming, offering easy access to the natural beauty of the Green Mountains and nearby Okemo Mountain Resort. This area is great for those who enjoy outdoor activities, with plenty of hiking trails and scenic spots where you can take your pets for a walk. Additionally, Ludlow is home to various pet-friendly cafes and shops, which further enhances the experience for pet owners looking to explore the local culture while enjoying the company of their pets.
Are there any remote work holiday rentals in Ludlow?
In Ludlow, Vermont, there are numerous options for remote work holiday rentals, with around 2,060 properties available to suit various preferences. Many of these rentals come equipped with essential amenities for working remotely, including reliable Wi-Fi and comfortable workspaces, allowing you to stay productive while enjoying your surroundings.The area is known for its picturesque landscapes and proximity to outdoor activities, making it an excellent choice for those seeking a balance between work and leisure. You can find a variety of accommodations, from cosy cabins to modern apartments, often featuring amenities like fully equipped kitchens, laundry facilities, and even hot tubs or fireplaces for relaxation after a long day.With easy access to the nearby Okemo Mountain Resort, Ludlow also offers opportunities for skiing and hiking, ensuring that both work and play can be part of your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Ludlow?
In Ludlow, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and fireplaces that provide a warm and inviting atmosphere during colder months. Many properties also offer onsite parking for convenience, alongside decks or patios where visitors can enjoy the natural surroundings. Additionally, most rentals feature coffee and tea makers, great for enjoying a warm beverage while taking in the views of the picturesque landscape.
When is the best time to visit Ludlow for a holiday rental?
January is the most popular time to visit Ludlow, especially for those keen on winter sports and enjoying the picturesque snowy landscape. The peak season runs from December to February, attracting ski enthusiasts eager to hit the slopes at Okemo Mountain Resort, known for its extensive terrain and excellent facilities. With average temperatures hovering around -5 to 5 degrees Celsius, January provides a crisp and invigorating climate, superb for outdoor activities like skiing and snowboarding.During this time, visitors can also take advantage of the charming winter wonderland that Ludlow offers. The town lights up with festive decorations, and you can enjoy cozy evenings at local cafés or take part in community events, adding a delightful touch to your holiday experience.For those considering a more budget-friendly option, May is a lovely time to visit Ludlow as well, when the scenery transforms with spring blooms and outdoor hiking trails become accessible. This quieter month allows for a more relaxed exploration of the area, including scenic walks and the chance to enjoy the natural beauty without the crowds.Ultimately, your choice of when to visit Ludlow can be tailored to your preferences for either vibrant winter activities or tranquil springtime exploration.
What are the top attractions in Ludlow?
In Ludlow, Vermont, visitors can enjoy a variety of attractions that showcase the area's natural beauty and outdoor activities. The most prominent draw is Okemo Mountain Resort, renowned for its excellent skiing and snowboarding in the winter, as well as hiking and mountain biking during the warmer months. The resort offers stunning views and a range of trails suitable for all skill levels.The charming village of Ludlow itself features quaint shops, local eateries, and a friendly setting. The Black River, which runs through the town, provides opportunities for fishing, kayaking, and scenic walks along its banks.Nearby, the picturesque Lake Rescue offers a serene setting for swimming and picnicking in the summer, while the surrounding Green Mountain National Forest is superb for exploring nature, with numerous trails for hiking and wildlife observation.
Are all fees included in the Ludlow 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 Ludlow holiday homes with parking?
Stayz offers a wide selection of holiday homes in Ludlow 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 Ludlow holiday homes?
You can find great discounts on holiday homes in Ludlow 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 Ludlow holiday home booking on Stayz?
To find Ludlow 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 Ludlow?
A long-stay holiday home in Ludlow 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 Ludlow holiday home?
Book your Ludlow 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 Ludlow?
Prices for holiday homes in Ludlow 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 Ludlow 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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