
Windham Area Rentals
- From $492 per night (USD)
VRBO
Charming Year Round Lakefront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our log cottage sits on a 15' high Point over-looking beautiful Alexander Lake affording 180 degree PANORAMIC WATER VIEW ...
From $492 per night (USD)VRBO
- From $308 per night (USD)
VRBO
Little House in the Big Woods- Tennis Court
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Imagine staying in a house in Colonial Williamsburg, or OldSturbridge Village. The Little House at Jericho is an early ...
From $308 per night (USD)VRBO
- From $219 per night (USD)
VRBO
Charming Lakefront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy, charming lakefront cottage on quiet, spring-fed Lake Chaffee. Relax on the deck, dock or private beach. Swim, c ...
From $219 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Hampton 'Quiet Corner Cottage' w/ Fireplace & Yard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
In the countryside of Connecticut, this charming cottage awaits anyone seeking an outdoor escape! Only 2 miles from Jame ...
From $343 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Beautiful lake front home. Amazing view!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful lake front house. Right on the water! Large deck with amazing view of the lake. Fishing, swimming, boating, an ...
From $411 per night (USD)VRBO
- From $702 per night (USD)
Expedia
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Hardwood floors located throughout the first floor with 2 bedrooms and 1 full bath. The master bedroom has a queen bed w ...
From $702 per night (USD)Expedia
- From $772 per night (USD)
VRBO
Secluded 2-Acre Lakefront Home! Book Your Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to a Tranquil Lakefront Retreat in CT's "Quiet Corner"! Nestled on 2 private acres along the serene Lake Chamber ...
From $772 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Rustic Farmette Studio with Hot Tub & Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take it easy at this unique and tranquil getaway on 20 acres in CT’s Quiet Corner. Just an hour away from Boston, Provid ...
From $275 per night (USD)Expedia
- From $548 per night (USD)
VRBO
A fun filled,family friendly, farmhouse home, rural,but close to all amenities
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located on four private acres of open land and surrounded by open fields and trees the property also features two horse ...
From $548 per night (USD)VRBO
- From $417 per night (USD)
VRBO
Magical Waterfront Cottage! Pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Are you looking for a relaxing waterfront get away? This may be your place! This newly renovated cottage is located on a ...
From $417 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: The Hidden Gem of Connecticut: Experience Lakefront bliss at our charming cabin boasting breathtaking water vi ...
From $391 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Killingly Barnyard Studio in Wine Country!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make your way to Northern Connecticut and take in the stunning scenery surrounding this Killingly vacation rental! Feel ...
From $223 per night (USD)Expedia
- From $926 per night (USD)
VRBO
Serene 4-acre estate on private lake with hot tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
In CT's tranquil and majestic "Quiet Corner" this private 4-acre estate located on Lake Chamberlain comes replete with y ...
From $926 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Cozy Rural Guest House: Close to Wedding Venues
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Leave the day-to-day grind behind for a relaxing escape to this rural 1-bed, 1-bath vacation rental! ‘The Bear's Den’ is ...
From $278 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Amazing lake house with everything you need!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Full lake house with everything you may need. Lake access steps away from property. Kayaks fire pit. New kitchen and bat ...
From $203 per night (USD)VRBO
- From $548 per night (USD)
VRBO
Peaceful \"Country Lake Oasis\" with private beach directly on site!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relax at our peaceful lakefront home with a private sandy beach, dock, kayaks, fire pit, deck seating, and beautiful wat ...
From $548 per night (USD)VRBO
- From $740 per night (USD)
VRBO
Stunning Lakefront Escape! Book Your Dream Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the idyllic setting along the shores of Lake Quasset, in Woodstock, CT, this property not only provides direc ...
From $740 per night (USD)VRBO
- From $188 per night (USD)
Expedia
SteamPunk Bunk House and Intergalactic Way Station
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A farm stay like no other! The future is the past and the past is the future with STEAMPUNK details that delight at ever ...
From $188 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: The Lake House, a two-story Designer's Dream, boasts scenic water and starry sky views. ● 397 Mbps Wi-Fi | ...
From $327 per night (USD)VRBO
- From $629 per night (USD)
Expedia
Quintessential New England Home w/ Patio & Grill!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled in the heart of Putnam, 'Osmington Manor,' a 5-bedroom, 2-bath vacation rental, awaits your arrival. With a rich ...
From $629 per night (USD)Expedia
- From $1267 per night (USD)
VRBO
Luxurious 5-BR home in peaceful 3+-acre setting with heated, salt-water pool!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Pristine and luxurious with inviting, cozy spaces inside and outside. This beautiful home is privately situated on over ...
From $1267 per night (USD)VRBO
- From $583 per night (USD)
Expedia
Mohegan Sun Getaway Large Group Retreat
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 10
✨ Welcome to Your Luxury Retreat Near Mohegan Sun ✨ Unwind in this beautifully designed 4-bedroom, 2-bath home where mod ...
From $583 per night (USD)Expedia
- From $257 per night (USD)
VRBO
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Friends and family will be close to everything when you stay at this centrally located 2-bedroom apartment. Perfect spac ...
From $257 per night (USD)VRBO
- From $528 per night (USD)
VRBO
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Thread City Escape - a beautifully updated 4-bedroom, 2-bath home in the heart of Willimantic, Connecticut. T ...
From $528 per night (USD)VRBO
- From $216 per night (USD)
VRBO
Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private rustic cottage on 7 acres of woods. This 2-bedroom cottage at the end of a long driveway offers privacy and tran ...
From $216 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Charming 2-bedroom country village house with AC in East Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled a few short blocks from East Woodstock Village, complete with cemetery, church (you can hear he bells from the ...
From $330 per night (USD)VRBO
- From $266 per night (USD)
VRBO
Spacious, unique barn with beautiful views.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our fi ...
From $266 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Terrific 4-bedroom house with AC in Ashford
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your Ashford adventure begins at this 4-bedroom house. Each room features a cozy queen bed, ensuring a wonderful night's ...
From $420 per night (USD)Expedia
- From $1286 per night (USD)
VRBO
The Farmhouse at Golden Hill Farm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The main house at Golden Hill Farm is a renovated farmhouse appointed with luxurious furnishings and amenities. Surround ...
From $1286 per night (USD)VRBO
- From $705 per night (USD)
Expedia
The McClellan Mansion
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Resting on a sprawling estate in picturesque Woodstock, CT, this fully restored historic home blends timeless architectu ...
From $705 per night (USD)Expedia
- From $536 per night (USD)
VRBO
Direct Lakefront Retreat | Indian Ranch | Casinos
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Luxury Lakefront Escape Create unforgettable memories at this beautiful lakefront retreat — the perfect destination for ...
From $536 per night (USD)VRBO
- From $477 per night (USD)
VRBO
Historic Greek Revival ‘Gathering House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to a one-of-a-kind experience! Once the South Killingly Congregational Church, this authentic Greek Revival land ...
From $477 per night (USD)VRBO
- From $148 per night (USD)
VRBO
Waterfront Tiny House Cabin Off Grid Camp in Historic Woodstock CT
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Woodstock, CT this cabin sits on the shores of Chamberlain Pond, a popular fishing spot. This two acre proper ...
From $148 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Half a mansion with three bedrooms and 3 1/2 Bathrooms!!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 3
Half a Mansion with three bedrooms and 3 1/2 Bathrooms with everything state-of-the-art. Superfast Wi-Fi, Egyptian cotto ...
From $232 per night (USD)Expedia
- From $702 per night (USD)
VRBO
MidCentury Modern Lakehouse: kayaks,firepit,steamshower, gourmt kitchn,fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to our tranquil lakeside Scandinavian mid-century modern retreat.A 3-bedroom house in the quiet corner’s Woodstoc ...
From $702 per night (USD)VRBO
- From $538 per night (USD)
Expedia
400 Sq Ft of Paradise in a Forest
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Escape to Your Private New England Colonial Sanctuary – A 4000 sq ft Forest Retreat Tucked away at the end of a spectacu ...
From $538 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Dock & Sunset Views! Waterfront Thompson Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to a peaceful lakefront lifestyle at this Thompson vacation rental on Little Pond! Ideal for families or a quiet ...
From $245 per night (USD)VRBO





































