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Popular cottages
Explore all of our cottages in Canaan. See All ›
Pennybrook Cottage
Falls Village, Canaan, CT8 guests
Pennybrook Cottage. Historic designer cottage nestled in picturesque Litchfield County, Connecticut. This thoughtfully restored home features a sunny eat in kitchen, cozy living spaces, and two inviting bedrooms. Wide plank floors and warm pine details throughout add texture, charm, and a sense of heritage. Large sliding doors fill
...
$3,012 total
before taxes
5 hr min
Argyll House
Serving the Canaan, CT area30 guests
Argyll House. This Cotswold style home blends rich history and craftsmanship with luxurious modern comforts.
5 acres of idyllic gardens, historic stone walls, a salt water pool, pond, creek, greenhouse and children's play house. Private walking paths with whimsical bridges & hand painted signage.
Cathedral ceiling great room
...
$2,190 total
before taxes
2 hr min
Longstable Cottage
Serving the Canaan, CT area12 guests
Longstable Cottage. ✨ Versatile Outdoor Retreat for Photoshoots & Gatherings
Welcome to your perfect backdrop for creativity and connection. Nestled in a serene setting, this property blends natural beauty with flexible outdoor space, making it ideal for photo shoots, content creation, intimate gatherings, and special events.
📸 For Creators &
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$712 total
before taxes
4 hr min
Witsend Farms
Serving the Canaan, CT area80 guests
Witsend Farms. History of the Space
Nestled in the rolling hills of the Berkshire Mountains, Witsend Farms is a lovingly restored 17th century homestead that blends historic charm with modern luxury. Every corner tells a story—from its original stone walls to thoughtfully curated interiors—creating a space that feels both
...
$1,092 total
before taxes
3 hr min
The Locktender Cottage
Serving the Canaan, CT area6 guests
The Locktender Cottage. Our 1860 cottage located in the historic hamlet of High Falls, NY. Access backyard trails to the Rondout Creek and waterfall. Walk to restaurants and shopping. Explore history across the street on the 5 Locks Walk.
Step into our home and you’ll be greeted by eye catching
...
$1,041 total
before taxes
4 hr min
Mosaic Getaways
Serving the Canaan, CT area15 guests
Mosaic Getaways. ✨ Easy Time Cottage | Cozy Retreat for Creative Offsites, Small Events & Team Sessions
Step into a space where timeless character meets modern ease. Easy Time Cottage is a soulful, design forward retreat just minutes from downtown New Paltz perfect for small team offsites,
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$712 total
before taxes
4 hr min
Historic Home in Falls Village, CT
Falls Village, Canaan, CT5.0 (1)
12 guests
Beautiful, newly renovated home, built circa 1890. This home has two working fireplaces (one wood burning, one gas) a new, custom kitchen with a LaCanche range, SubZero fridge/freezer, Miele dishwasher, and loads of antique dishes available to use as props. Carrera marble countertops and unlacquered brass
...
$4,490 total
before taxes
8 hr min
Private & Charming Country House
9.5 miles from Canaan, CT12 guests
Set on a private 2 acre lot, this 2500sq house is perfect for photoshoots and video shoots.
The house features 4 bedrooms, 2.5 bathrooms, a living room with a gas fireplace, gym area, media room along with a big kitchen and dining room.
The outdoor area
...
From
$200
/hr
4 hr min
Contemporary Cabin in the Woods
Serving the Canaan, CT area12 guests
Small in size but big in design, this off grid cabin is the perfect setting for nature based photo shoots. It's a single room, with giant picture window and reading nook. There is a full kitchenette with bar seating, a workstation, and a bathroom with
...
$876 total
before taxes
4 hr min
Historic whimsical cottage in the Berkshires mountains
Serving the Canaan, CT area30 guests
The cottage is in the middle of a remote little village and is very secluded at the end of a long, winding driveway. The house itself features historic wood beams, quirky turns and fixtures, and tons of history and charm. The yard has an incredible view
...
From
$100
/hr
4 hr min
Chic Cottage with Vintage Fireplace & Natual Light
Serving the Canaan, CT area15 guests
Tucked away in the woods of Hudson Valley, Ancram Aviary is a dream location for film, photo, and content shoots. Tons of natural light flood the space through oversized windows, illuminating a carefully curated interior filled with vintage art, bespoke decor, and timeless character. The surrounding
...
$876 total
before taxes
4 hr min
Modern, farmhouse, rural, cottage
Serving the Canaan, CT area25 guests
We have a modern farmhouse in the hudson valley. It includes 4/5 bedrooms, 4 bathrooms, a pool and a 7 acre lot that includes 2 barns (one from the 1900s) and an outhouse. It also includes a stream, a wooded area and 2 lawns. We have
...
$767 total
before taxes
7 hr min
Modern Barnhouse w/ Cottage
Serving the Canaan, CT area30 guests
farm in The Hudson Valley. Situated on 25 acres, the estate consists of three properties a modern barn, guest cottage, and rustic treehouse. All the properties are available for filming together or separately. 90 minutes drive from New York City, 20 minutes to Poughkeepsie
...
$4,216 total
before taxes
8 hr min
Tranquil Country Home with Private Field and Forest
Serving the Canaan, CT area20 guests
This tranquil three bedroom, two bathroom country home allows guests to commune with wildlife as they enjoy the beauty of the surrounding maples, oaks, and pines. The home features a fireplace, porch, and firepit. It is entirely on one floor, with two steps at
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$603 total
before taxes
4 hr min
Bucolic & Secluded Country Meadow with Barn
Serving the Canaan, CT area100 guests
Located in the beautiful Berkshires, our outdoor bucolic property boasts a meadow of green grass and flowers in the summer, turning foliage in the fall, and a serene painting of snow in the winter. A large, red barn sits uninterrupted in the landscape bringing
...
From
$100
/hr
4 hr min
Eclectic Cabin in the woods with a pool
Serving the Canaan, CT area20 guests
The house itself is sprawling. The house feels surrounded by forest with a lot of green around. There is a wraparound deck that makes the house feel like a treehouse. There's also a new modern pool thats 30x16. Its a great place for summer content but
...
$1,643 total
before taxes
5 hr min
Vintage Eco Cabin Above a Creek in a Nature Sanctuary
Serving the Canaan, CT area8 guests
for rent for private events if you are interested in both listings. Rent both our locations to meet in the cottage for your small retreat, then wow your guests with a private dinner on the patio. Or get a full day of content shot
...
From
$150
/hr
2 hr min
200 Acre Property with Large Private lake and 5 buildings
Serving the Canaan, CT area150 guests
a reservation for less than 12 guests.
Black Bear Manor (The Main House), White Tail Lodge, Turtle Cove, and Fox Cottage, each add their own unique charm to your experience.
Accommodations will be provided based on your guest count. The additional houses can be added
...
$24,090 total
before taxes
10 hr min
Cozy Lakehouse Country Home with Brick Fireplace
Serving the Canaan, CT area12 guests
Beautiful Open concept lake house great for small film / TV shoot with lots of windows / natural light. Small kitchen with retro fridge and wood table. Brick Fireplace. Large outdoor deck looking out to the lake and large flat yard. Main
...
$555 total
before taxes
2 hr min
63 Acres Private Country Cottage with Stunning Views
Serving the Canaan, CT area200 guests
sits on 63 private acres. Perfect location for weddings, photo shoots, private country dinners, etc. There is a small 900 Sqft cottage with bedrooms, one bath and a great room with an extensive book and cd collection. This is truly a one of a kind property
...
From
$125
/hr
8 hr min
Catskills MCM Cabin
Serving the Canaan, CT area10 guests
Unique post and beam loft style cabin surrounded by 5 acres of private woods only 5 miles from infamous Woodstock, New York. Mid Century modern furnishing and contemporary artwork throughout. Calming tonal decor. Very high ceilings. Outdoor deck and separate bluestone fire pit. Giant picture windows
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$822 total
before taxes
4 hr min
The Farmhouse in Broad Brook
Serving the Canaan, CT area20 guests
This 200 year old farmhouse is fitted with all the comforts of 21st Century living. Just over two hours from NYC by car and three hours by Amtrak! Discover the pride and charm of Northern Connecticut while surrounded by farmland. Close to many seasonal family friendly
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From
$250
/hr
2 hr min
18th Century Farmhouse | 4227
Serving the Canaan, CT area100 guests
Bucolic farm setting, 18th century farmhouse, 150 year old classic red barn, an elegant estate home built in the 1920s, a boathouse and various cabins.
Book our country farm house conveniently located in Cold Spring, New York.
Please inquire via Peerspace messaging if you have any questions or
...
$6,527 total
before taxes
8 hr min
The Beacon Abode
Serving the Canaan, CT area5.0 (1)
50 guests
Located in the beautiful mountain town of Beacon, New York. This bespoke designed bungalow nestled in the heart of Beacon is a perfect spot in New York's famous Hudson Valley. This west coast inspired home is bright, airy and modern with beautifully restored architectural details honoring
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$500 total
before taxes
1 hr min
Farmhouse with a Pond in Greenville, NY
Serving the Canaan, CT area4.5 (2)
25 guests
This listing is for private access to our stunning farmhouse located in Greenville, NY. Please inquire via Peerspace messaging if you're interested or have any questions. We would love to host your next productions.
Features:
•Farmhouse Style
•Existing Decor & Furniture
•WiFi
•Large Patio
•Outdoor Space
•Restrooms
•Beautiful Kitchen
Uses:
•Films
•Movies
•Photography
•Youtube Videos
•Creating Content
...
From
$150
/hr
4 hr min
Charming Historical Lakehouse
Serving the Canaan, CT area15 guests
A lovingly restored, turn of the century farmhouse on Lake Oscawana. Featured on Design*Sponge and other interior design blogs for its unique character and design. Extremely charming and rustic, only an hour and 20 minutes north of NYC! House is at the top of a hill
...
$5,256 total
before taxes
8 hr min
Romantic Designer Farmhouse, Multiple Backdrops, Stone Walls, Wood Stack, Natural Light
Serving the Canaan, CT area30 guests
Romantic vibes, incredible backdrops, inspiring landscape.
Shipley Corner Cottage is a designer renovated 1860’s farmhouse nestled in one of the most idyllic hamlets in all of the Hudson Valley.Conveniently located in Freehold, NY. 2.5hrs from NYC.
As you enter the home you’ll immediately notice the
...
From
$325
/hr
4 hr min
1800s ThCottage with Trails and Pond
Serving the Canaan, CT area5.0 (1)
12 guests
This house is 3 bedroom, 3 bathroom with one floor dedicated to bedrooms and the lower level with open format kitchen, dining, and living space. The entire house is made of stone and wood, there is no plaster so it is full of old world
...
$1,862 total
before taxes
4 hr min
Elegant and Modern Farmhouse
Serving the Canaan, CT area5.0 (1)
25 guests
Offering our 2800 square foot home for film and photo . House is perched at top of long driveway and sits on three acres with woods on three sides. Totally private location with gardens, in ground pool and meadow. Chefs kitchen, elegant bright space
...
$1,698 total
before taxes
5 hr min
Cozy Colonial Farmhouse with Country Landscape
Serving the Canaan, CT area5.0 (4)
25 guests
Property is suited for lifestyle photography, branding photography, and filming. In addition to the styled rooms indoors, there are a variety of outdoor spaces which can be used on the 7 acre property including: green hills, wooded trails, brick patio with fire pit, sugar shack, and
...
From
$150
/hr
2 hr min
Spring Street Farmhouse
Serving the Canaan, CT area5.0 (3)
18 guests
Originally built in 1812, this 1,752 square foot timber framed farmhouse is both a smart home and a living testimony of old world building techniques. It combines architectural design with state of the art mechanical systems. Much of the existing wood from the demolition was reclaimed
...
$3,614 total
before taxes
8 hr min
Katonah Rustic Charm Log Cabin-style Residential Production Space
Serving the Canaan, CT area5.0 (2)
20 guests
This rustic cabin has a large backyard and deck space. Sauna, steam room, fireplaces conveniently located Katonah
We’d love to host you for your next creative project. Please inquire via Peerspace messaging if you have any questions or are interested.
Features:
• sq. ft
• WiFi
• Existing Furniture
• Lounge
...
$500 total
before taxes
3 hr min
Stone and Wood Beam Cabin Estate on Beautiful Pond
Serving the Canaan, CT area40 guests
This Stone and Log Cabin is situated on a beautiful pond with a small waterfall and stream. Three separate structures offer an abundance of moss and ivy covered stone walls and wood beams. Retaining stone walls cut into the property while leading you alongside the ample
...
$3,559 total
before taxes
5 hr min
Rustic Country House on 90 Acres surrounded by Woods, Meadows & a Pond
Serving the Canaan, CT area5.0 (1)
100 guests
We are owners of an unused farm just over an hour from New York City. There is a large 4 bedroom house, multiple open fields, wooded areas and a pond. This site could be ideal for productions of any sort.
It is easy to get to
...
$437 total
before taxes
2 hr min
Scandinavian Designer Cabin in the Woods
Serving the Canaan, CT area5.0 (1)
8 guests
One of a kind designer cabin in the woods. This cabin was gut renovated in 2021 by an award winning design and architecture firm. No detail was spared. With floor to ceiling glass doors and panaromaic views of the woods you will be living in sanctuary.
...
$5,475 total
before taxes
8 hr min
Charming Catskills Cottage with Music Studio
Serving the Canaan, CT area15 guests
Escape to our lovely cottage nestled in the serene Catskills, located on a private road. This tranquil retreat is perfect for creatives, families, or anyone looking to unwind in nature while enjoying modern comforts.
Property Features:
Fully Equipped Music Studio: Ideal for musicians and producers, our studio comes
...
$448 total
before taxes
4 hr min
Frequently Asked Questions
Pricing and popularity information in this section is based on proprietary data from bookings made on Peerspace from 2016-2026.
How much does a cottage cost to rent in Canaan?
Cottages in Canaan average $250 per hour to rent, but it’s easy to spend less or more depending on what you’re looking for. For a space on the smaller side, expect to spend closer to $286, whereas larger venues run about $569 per hour.
cottages Pricing Range in Canaan, CT
Graphic displaying average hourly rates for cottages venues in Canaan, ranging between $286.36 and $569.
$250/hr average
How popular are cottages in Canaan?
Our local hosts have welcomed 95 people into their cottages with reviews averaging 5 stars. 100% of guests said they'd book again.
How long do people rent cottages in Canaan?
Most cottages are scheduled for 9 hours, with 5 people in attendance. You’ll find the most Cottages starting between 8:00 AM and 9:00 AM.
cottages Booking Times in Canaan, CT
Image representing average rental time for cottages in Canaan, emphasizing most start between 8:00 AM to 9:00 AM.
8:00 AM - 9:00 AM
5:00 AM12:00 PM
Reviews for cottages
Gina M.
New Bar and Lounge in the Heart of Washington DC
This space may be small bit is cute and quaint. Nate was very accommodating and my guest had a great time. Great price and great venue. ...
Jasmin C.
Bushwick Loft Bathed in Beautiful South West Light
The most perfect loft ever! Filmed my pregnancy reveal and loved the space so much. It’s so warm and cozy feeling, decor is everything! Will def consider rebooking again for other shoots. ...
Joseph R.
Contemporary 2 Bedroom 2 Bath Duplex Smart Home Near LGA
It was a last minute booking accommodated by Farhan. This duplex is beautiful, the layout is similar to the one above and it has an additional room downstairs with a circular staircase and additional restroom. Place is impeccable clean. ...