Tyringham holiday rentals

We found 664 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in Tyringham that are perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as cable TV and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Tyringham

Showing deals for:25 Dec - 1 Jan

Interior
Terrace/patio
Exterior
Dining
Exceptional
(102 reviews)

Waterfront Cottage 10 Min From Great Barrington

New Marlborough

8% off
AU$3,413
for 7 nights, 1 cottage
AU$488 per night
includes taxes & fees
Waterfront Cottage 10 Min From Great Barrington
Living area
Private kitchen
Exterior
Property grounds
Exceptional
(10 reviews)

Beautiful House in the Woods: Huge Yard, Hot Tub

Great Barrington

8% off
AU$12,082
for 7 nights, 1 home
AU$1,726 per night
includes taxes & fees
Beautiful House in the Woods: Huge Yard, Hot Tub
2nd  bedroom
Kitchen
Cottage Entrance
Patio off kitchen
Exceptional
(78 reviews)

Charming Cottage, New Marlborough Village Green in the Berkshires

New Marlborough

8% off
AU$2,521
for 7 nights, 1 cottage
AU$360 per night
includes taxes & fees
Charming Cottage, New Marlborough Village Green in the Berkshires
Interior
Living area
Exterior detail
Interior
Exceptional
(35 reviews)

Renovated Pittsfield Colonial by Evergreen Home

Pittsfield

11% off
AU$6,376
for 7 nights, 1 home
AU$911 per night
includes taxes & fees
Renovated Pittsfield Colonial by Evergreen Home
Dining
Interior
Living area
Exterior
Exceptional
(8 reviews)

Serene rustic cabin in the Berkshires!

West Stockbridge

8% off
AU$3,800
for 7 nights, 1 cabin
AU$543 per night
includes taxes & fees
Serene rustic cabin in the Berkshires!
Seamless entertaining with the wide open concept, living room -kitchen- patio
After a hard day on the trails or a long day on the town, relax in this oasis
Enjoy a beautiful crisp night under the lights
Truly nestled on 5+ acres and LESS than 0.8miles to downtown Great Barrington
Exceptional
(29 reviews)

Adventure Ready Ranch Sleeps 10 & 0.7 mi to GB Main St. Wi-Fi + HOT TUB.

Great Barrington

6% off
AU$7,988
for 7 nights, 1 home
AU$1,141 per night
includes taxes & fees
Adventure Ready Ranch Sleeps 10 & 0.7 mi to GB Main St. Wi-Fi + HOT TUB.
Dining room with butcher block table
Terrace/patio
Property grounds
Screened in porch
Exceptional
(103 reviews)

Vacation in a Berkshire Farmhouse

West Stockbridge

11% off
AU$4,188
for 7 nights, 1 home
AU$598 per night
includes taxes & fees
Vacation in a Berkshire Farmhouse
Second story deck with lake views, dining table for 8, sitting area and grill
Open kitchen area with bar seating, great for socializing while you meal prep.
Living room with fireplace and forest views
Open kitchen w/ bar & high top seating- sliding door access to second story deck
Exceptional
(31 reviews)

Lake View Berkshires Retreat - Private & Minutes to Lenox

Lee

16% off
AU$5,471
for 7 nights, 1 home
AU$782 per night
includes taxes & fees
Lake View Berkshires Retreat - Private & Minutes to Lenox
Blue House side entry from driveway
River view from window
Great room river view
dining area
Exceptional
(44 reviews)

Renovated Colonial on the River! Fantastic Views

Stockbridge

8% off
AU$4,054
for 7 nights, 1 home
AU$579 per night
includes taxes & fees
Renovated Colonial on the River! Fantastic Views
Come and unwind.
Porch opens up from dining room. Ceiling fan and lights above.
Entrance view.
View of the river.
Exceptional
(43 reviews)

Converted Berkshire schoolhouse on a quiet river

New Marlborough

8% off
AU$2,888
for 7 nights, 1 home
AU$413 per night
includes taxes & fees
Converted Berkshire schoolhouse on a quiet river
Dining
Outdoor dining
Exterior detail
Room
Exceptional
(11 reviews)

Berkshires Getaway Walk to Distillery - No Pet Fee!

Sheffield

8% off
AU$4,816
for 7 nights, 1 home
AU$688 per night
includes taxes & fees
Berkshires Getaway Walk to Distillery - No Pet Fee!
Interior
Living area
Lobby
Living area
Excellent
(9 reviews)

The Race Mountain House

Sheffield

21% off
AU$6,738
for 7 nights, 1 home
AU$963 per night
includes taxes & fees
The Race Mountain House
Interior
Interior
Kitchen
Property grounds
Excellent
(14 reviews)

Canary Lodge - Berkshires Mountain Retreat - 6 Guests

West Stockbridge

8% off
AU$5,383
for 7 nights, 1 home
AU$769 per night
includes taxes & fees
Canary Lodge - Berkshires Mountain Retreat - 6 Guests
Interior
Property grounds
After a day in the snow
We highly recommend the Sauna
Exceptional
(14 reviews)

Secluded Mountainside House with Outdoor Sauna, Surrounded by Trees.

Sheffield

12% off
AU$3,484
for 7 nights, 1 home
AU$498 per night
includes taxes & fees
Secluded Mountainside House with Outdoor Sauna, Surrounded by Trees.
Private kitchen
Outdoor dining
Exterior
Private kitchen
Exceptional
(13 reviews)

Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!

Monterey

8% off
AU$3,893
for 7 nights, 1 home
AU$556 per night
includes taxes & fees
Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!
Dining Area, view into living room. Games, books, records all available for your enjoyment!
Ultimate Relaxation!  The hot tub will be warm and waiting for your arrival
Private kitchen
Welcome Home!
Exceptional
(9 reviews)

Best of the Berkshires + Hot Tub by Evergreen Home

Great Barrington

11% off
AU$4,670
for 7 nights, 1 home
AU$667 per night
includes taxes & fees
Best of the Berkshires + Hot Tub by Evergreen Home
Interior
Front Entrance
Interior
dining room
Exceptional
(15 reviews)

Beautiful Berkshire Home - Enjoy summer, fall & winter attractions

Sheffield

8% off
AU$6,004
for 7 nights, 1 home
AU$858 per night
includes taxes & fees
Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
Interior
Property grounds
Interior
Room
Wonderful
(6 reviews)

The Serendipity Spot

Great Barrington

7% off
AU$1,971
for 7 nights, 1 apartment
AU$282 per night
includes taxes & fees
The Serendipity Spot
Room
Private entry is with the parking in the rear of the house.
Our combination living/dining room is a great size for four people.
Our hanging egg chair is the most popular seat in the house #Instagram yourself!
Exceptional
(24 reviews)

New Reno, New Everything! Crisp and Clean 2 Bedroom in Stockbridge Center.

Stockbridge

24% off
AU$2,629
for 7 nights, 1 apartment
AU$376 per night
includes taxes & fees
New Reno, New Everything! Crisp and Clean 2 Bedroom in Stockbridge Center.
Private kitchen
Living area
Bathroom
Interior
Exceptional
(7 reviews)

Comfortable, renovated 2 bedroom apartment in historic grist mill.

SOUTH EGREMONT

16% off
AU$2,578
for 7 nights, 1 apartment
AU$368 per night
includes taxes & fees
Comfortable, renovated 2 bedroom apartment in historic grist mill.
Dining
Private kitchen
Quarter & Rift sawn white oak floors
Custom Chef's Kitchen with high end appliances from Bertazzoni and Fisher & Paykel
Exceptional
(11 reviews)

The Penthouse, Downtown Lenox by Evergreen Home

Lenox

11% off
AU$7,414
for 7 nights, 1 apartment
AU$1,059 per night
includes taxes & fees
The Penthouse, Downtown Lenox by Evergreen Home
  • 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

Why visit Tyringham

  • Scenic landscapes: Experience the captivating beauty of Tyringham Valley and its picturesque nature reserves.
  • Outdoor activities: Engage in a variety of activities such as hiking and leisurely strolls along charming paths.
  • Historic charm: Discover the quaint cobbled pathways and historic houses that define the village's character.
  • Family-friendly atmosphere: Enjoy the welcoming community vibe, perfect for gatherings and family outings.
  • Local delights: Sample fresh produce and local offerings at the charming Tyringham Market.

Popular types of accommodation in Tyringham

Welcome to Tyringham, Massachusetts, a charming city offering a variety of holiday accommodation options. Enjoy a longer Tyringham stay in cosy private holiday homes, stylish condos, and quaint cottages. Explore local attractions, iconic landmarks, and immersive experiences within this delightful town, all while benefiting from transparent information and savings. Your perfect base for a memorable holiday awaits in Tyringham.

  • Private Holiday Homes: Enjoy the charm of a private holiday home, the top choice for visitors seeking exclusivity and comfort in Tyringham.
  • Condos: Experience modern living in a well-appointed condo, a popular option for those desiring convenience and style.
  • Cottages: Relish the quaint appeal of a cottage, offering a cosy and intimate retreat in the scenic surroundings.
  • Cabins: Escape to a rustic cabin, ideal for nature enthusiasts looking for a traditional, countryside getaway.
  • Apartments: Benefit from the practicality of an apartment, a favourite for travellers seeking a blend of comfort and efficiency.**

Top attractions near Tyringham

Tyringham, Massachusetts, is a charming destination perfect for outdoor and romantic getaways. Visitors can explore its historic houses, nature reserves, and scenic preserves, offering a wealth of cultural and adventurous experiences. Outdoor activities abound, making it ideal for day trips, leisurely strolls, and friendly gatherings. The area's stunning landscapes provide ample opportunities for sightseeing and enjoying the tranquillity of nature, ensuring a memorable visit for all travellers.

  • National Shrine of the Divine Mercy: An evocative shrine boasting cultural ambience, located 10km away from Tyringham, offering visitors a serene spiritual retreat.
  • Norman Rockwell Museum: A vibrant art museum with cultural vibes, situated 11km away from Tyringham, perfect for those seeking artistic inspiration.
  • Lenox Library: A family-friendly cultural library, 14km away from Tyringham, ideal for exploring local heritage and community treasures.

Things to do recommended for couples

For a romantic getaway in Tyringham, explore the serene beauty of the Berkshire Hills on a leisurely hike. Enjoy a candlelit dinner at a quaint local eatery or unwind with a wine tasting at a nearby vineyard, creating unforgettable memories together in this charming setting.

Things to do recommended for families

In Tyringham, families can explore the scenic beauty of Yokun Ridge, perfect for hiking and picnics. The nearby Berkshire Museum offers engaging exhibits that captivate children, while local farms provide hands-on experiences, such as fruit picking and animal encounters, ensuring a delightful holiday for all.

Things to do recommended for groups

Groups visiting Tyringham can embark on an exhilarating adventure at Catamount Aerial Adventure Park, a thrilling zipline and ropes course located 24km away. Experience the great outdoors and enjoy the excitement of ziplining through the trees, perfect for bonding with friends and family.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Tyringham

If you're planning a trip with friends, family, pets, or in search of extended stays, be sure to apply the appropriate filters based on your priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Tyringham with a group: Consider how many bedrooms you'll require and whether you'll benefit from features like a fully-equipped kitchen or an outdoor area for group get-togethers. Luckily, Stayz lets you filter for these options – and many more.
  • Traveling to Tyringham with young kids: Traveling with young children can be challenging. You must prioritise their comfort and safety, along with ensuring access to suitable amenities, such as a private swimming pool. It is also advisable to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Tyringham: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Tyringham: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include preferences such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Tyringham

Tyringham offers a delightful blend of outdoor romance and scenic retreats. Wander through the charming Tyringham Valley and explore the quaint cobbled paths of Tyringham Cobble. Enjoy the family-friendly atmosphere in Tyringham Town and sample local delights at Tyringham Market. With varied options in Tyringham, visitors can embrace an adventurous yet relaxing holiday experience in this picturesque village.

  • Lenox: Situated 14km away from Tyringham, Lenox is a city that beckons travellers with its vibrant entertainment, romantic ambience, and rich cultural heritage. The area offers an array of activities from music concerts to theatrical performances, complemented by opportunities for winter sports such as skiing. The local landmarks, including a picturesque lake, a majestic mountain, and a bustling event conference venue, enhance its appeal, making it a well-rounded destination for those seeking both urban sophistication and natural beauty.
  • The Berkshires: Located 10km from Tyringham, The Berkshires is celebrated for its outdoor allure and adventurous spirit. Ideal for those who relish the great outdoors, this region offers exhilarating experiences at ski fields and resorts. The scenic landscape, highlighted by a charming lake and a towering mountain, is perfect for scenic drives and leisurely explorations. Cultural enthusiasts may also appreciate the event conference venue that adds a touch of sophistication to this predominantly nature-centric locale.
  • Great Barrington: Found 14km from Tyringham, Great Barrington is a city that captivates visitors with its focus on winter sports and adventure. The vibrant local scene is enriched by activities centred around skiing, with access to ski fields, slopes, and resorts. The surrounding natural attractions, including a serene lake, a stately mountain, and a national state park, provide a compelling blend of active pursuits and opportunities to immerse oneself in the tranquillity of nature.

Best time to go to Tyringham

If you're planning a trip to Tyringham, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and December, while off-peak times, like January and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January23.5°F (-4.7°C)Light RainMostly CloudySlightly LowAverage
February25.3°F (-3.7°C)Light RainMostly CloudyAverageAverage
March32.9°F (0.5°C)Light RainMostly CloudyAverageSlightly Low
April44.4°F (6.9°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnyAverageSlightly High
September61.5°F (16.4°C)Light RainMostly SunnyAverageAverage
October50.4°F (10.2°C)Light RainMostly SunnySlightly LowSlightly Low
November38.3°F (3.5°C)Light RainMostly SunnySlightly LowAverage
December30.0°F (-1.1°C)Light RainMostly CloudySlightly HighSlightly High

Booking with Stayz is a breeze

Looking to save on your next journey? Enjoy the benefits that flexible travel dates can offer, as prices may differ. You can also secure considerable savings by choosing a longer stay. To locate a Stayz property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday let.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a user-friendly platform to organise your travel plans seamlessly. You can easily create new trips, resume planning from where you last stopped, or review and arrange your itineraries. Your saved or booked properties will be neatly organised under categories such as Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Tyringham getaway

The parks and other outdoor surroundings create an inviting atmosphere in Tyringham. This city is well-known for its shopping and restaurants. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Tyringham

Are you looking for attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that makes Tyringham a fun spot to go on holiday. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Otis Ridge (6.3 mi / 10.2 km)
  • Ski Butternut (7.4 mi / 11.9 km)
  • Wyndhurst Golf & Club (7.5 mi / 12 km)
  • Bousquet Ski Area (12.3 mi / 19.8 km)
  • Catamount Ski Area (15.1 mi / 24.3 km)
  • Les Trois Emme Winery (7.5 mi / 12 km)

Exploring the natural landscape of Tyringham

Whether you're an adventurous traveller or just want to take in the scenery, Tyringham is a great place to spend some time outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Goose Pond Reservation (2.7 mi / 4.3 km)
  • Lake Buel (6.5 mi / 10.4 km)
  • Naumkeag Museum (6.5 mi / 10.4 km)
  • The Mount (7.4 mi / 11.9 km)
  • Berkshire Botanical Garden (7.8 mi / 12.5 km)
  • Stockbridge Bowl (8.5 mi / 13.7 km)

How to get to and around Tyringham

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 13.2 mi (21.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Westfield, MA (BAF-Barnes Municipal), which is 25.4 mi (40.9 km) away.

Frequently asked questions

What is the best area to stay in Tyringham when booking a holiday rental?
When considering a holiday rental in Tyringham, Massachusetts, one of the most appealing areas to stay is the charming neighbourhood surrounding the town centre. This area offers a serene atmosphere, superb for those looking to unwind amidst nature. There is a modest selection of properties available, suiting various preferences, from quaint cottages to more spacious family homes.Staying in this vicinity allows easy access to the beautiful Beartown State Forest, which is a major attraction for outdoor enthusiasts. Here, you can explore a network of hiking trails, enjoy tranquillity by the lakes, or have a picnic surrounded by the stunning natural landscape. Another top point of interest is the historic Tyringham Cobble, a scenic spot that boasts panoramic views and is popular for its picturesque walking paths.The neighbourhood's close-knit community feel adds to its charm, making it an ideal base for exploring the wider Berkshire region, known for its cultural attractions and outdoor activities.
When is the best time to visit Tyringham for a holiday rental?
The best time to visit Tyringham for a holiday rental is during the peak season from June to August, particularly in July when the town is at its most vibrant. This period attracts outdoor enthusiasts eager to explore the lush landscapes of the Berkshires, where hiking, cycling, and various water activities abound. Visitors can relish in the warm summer temperatures, often reaching the low to mid-30s Celsius, superb for enjoying the area's natural beauty and local festivals.As you soak in the charm of Tyringham, you'll find a host of activities nearby, from serene walks along the Housatonic River to visits to local art galleries and farmers' markets. The community is buzzing with life, making it an ideal time for families and friends to come together and create lasting memories.For those looking to experience Tyringham at a more relaxed pace, consider visiting in November. While this month is outside the peak season, it offers a unique opportunity to enjoy the tranquil beauty of the fall landscape, with crisp air and stunning autumn colours.
What are the top attractions in Tyringham?
In Tyringham, Massachusetts, visitors can enjoy a peaceful retreat surrounded by natural beauty. The Tyringham Cobble, a scenic area managed by the Berkshire Natural Resources Council, offers hiking trails with stunning views of the surrounding hills and is a popular spot for outdoor enthusiasts. The nearby Appalachian Trail also provides ample opportunities for hiking and exploring the great outdoors.For those interested in local history, the charming Tyringham Village features historic architecture and quaint country roads that reflect the area's rich past. Additionally, the nearby town of Great Barrington is just a short drive away, where visitors can find a variety of shops, restaurants, and cultural attractions, including the Mahaiwe Performing Arts Centre.
Are all fees included in the Tyringham 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 Tyringham holiday homes with parking?
Stayz offers a wide selection of holiday homes in Tyringham 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 Tyringham holiday homes?
You can find great discounts on holiday homes in Tyringham 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 Tyringham holiday home booking on Stayz?
To find Tyringham 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 Tyringham?
A long-stay holiday home in Tyringham 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 Tyringham holiday home?
Book your Tyringham 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 Tyringham?
Prices for holiday homes in Tyringham 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 Tyringham 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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