Sherman Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Sherman vacation rentals

Interior

Cozy & Serene Cabin with Fireplace, Ski Nearby!

Cozy & Serene Cabin with Fireplace, Ski Nearby!
Bethlehem
9.8 out of 10, Exceptional, (40 reviews)
"Very comfortable property. The host had thought of everything!"
United States
Jennifer Y.
The price is ￥31,572
￥66,380 total
includes taxes & fees
Mar 11 - Mar 12
Cozy & Serene Cabin with Fireplace, Ski Nearby!
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥14,697
￥20,060 total
includes taxes & fees
Mar 11 - Mar 12
Cozy One Bedroom Apartment Centrally Located in Southbury
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (2 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is ￥13,632
￥34,255 total
includes taxes & fees
Mar 11 - Mar 12
Private Apartment in Southbury 103
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is ￥26,270
￥54,973 total
includes taxes & fees
Mar 23 - Mar 24
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Exterior

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
10.0 out of 10, Exceptional, (2 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is ￥50,490
￥78,179 total
includes taxes & fees
Mar 21 - Mar 22
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Private kitchen

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is ￥21,300
￥43,261 total
includes taxes & fees
Mar 23 - Mar 24
Charming 1-bedroom apartment in Carmel with WiFi, AC
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is ￥27,612
￥35,225 total
includes taxes & fees
Mar 16 - Mar 17
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Interior

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is ￥14,042
￥19,304 total
includes taxes & fees
Apr 1 - Apr 2
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Fridge, microwave, oven, stovetop

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"The place was absolutely spotless and magnificent in every way. Highly recommended."
United States
Robert A.
The price is ￥46,032
￥58,819 total
includes taxes & fees
Mar 11 - Mar 12
The Jefferson Guest House, Spacious, Special Views
Fridge, microwave, oven, stovetop

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (18 reviews)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is ￥29,836
￥78,196 total
includes taxes & fees
Mar 11 - Mar 12
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Exterior detail

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (35 reviews)
"Stunning property!!"
United States
Samantha
The price is ￥43,390
￥75,459 total
includes taxes & fees
Mar 11 - Mar 12
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Fridge, microwave, oven, stovetop

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is ￥34,950
￥94,542 total
includes taxes & fees
Mar 11 - Mar 12
"Country outside the city " 3 bedrooms 2 full bathrooms
Exterior

Waterfall Sound & Beach-Inspired Country Wing

Waterfall Sound & Beach-Inspired Country Wing
Verbank
10.0 out of 10, Exceptional, (7 reviews)
"Our host was very welcoming and responsive; he took extra care to ensure our stay was comfortable. Our experience with the property and host exceeded our expectations. We were extremely pleased and would stay at this property again and recommend it to others."
United States
Kathleen B.
The price is ￥32,874
￥51,118 total
includes taxes & fees
Mar 14 - Mar 15
Waterfall Sound & Beach-Inspired Country Wing
Outdoor pool

Cozy 1-bedroom apartment in lovely Oxford

Cozy 1-bedroom apartment in lovely Oxford
Oxford
10.0 out of 10, Exceptional, (2 reviews)
"I made a late reservation, and my host, Jackie, was always accommodating, welcoming, and in regular communication with me. The amenities were just what I needed, right down to the coffee pod and snack selection! The apartment is well laid out, as if I were walking into my own home, convenient to shopping and friends.Thank you, Jackie!"
United States
LIsa G.
The price is ￥17,680
￥25,305 total
includes taxes & fees
Mar 11 - Mar 12
Cozy 1-bedroom apartment in lovely Oxford
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥47,728
￥70,952 total
includes taxes & fees
Mar 23 - Mar 24
Rustic Cabin in Fishkill!
Outdoor dining

The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥20,800
￥33,430 total
includes taxes & fees
Mar 11 - Mar 12
The Perch in the Purchase -- Cozy, unique, and private
Cookware/dishes/utensils

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (7 reviews)
"Great spot "
United States
Mike P.
The price is ￥63,933
￥111,962 total
includes taxes & fees
Mar 15 - Mar 16
Awesome Lake Home with tons of fun!
Interior

Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is ￥16,725
￥37,812 total
includes taxes & fees
Mar 16 - Mar 17
Private Apartment in Southbury 101
Smart TV, fireplace, video games, DVD player

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (19 reviews)
"Lovely house with all the amenities. We had a wonderful time."
United States
Diana P.
The price is ￥85,059
￥154,252 total
includes taxes & fees
Mar 11 - Mar 12
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Private kitchen

Tranquil 4-bedroom house in welcoming Poughquag neighborhood

Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Poughquag
The price is ￥31,967
￥54,914 total
includes taxes & fees
Mar 17 - Mar 18
Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sherman Hotel Reviews

Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

8/10 Good
"Breakfast could be better they used to have a waffle maker and the coffee wasn't good but the rest was ok sheets didn't fit the bed but room was clean staff were nice and helpful "
Darlene 1-night trip
Posted 4 hours ago
Microtel Inn & Suites by Wyndham Bethel/Danbury

Find out more about Sherman

Search for holiday rentals in Sherman on Expedia! You can easily find your home rentals, villas, holiday apartments in Sherman using one of the methods below:

  • View our selection of featured holiday rentals in Sherman
  • Use the map to find apartments and other holiday homes in the Sherman neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sherman while they last

Look no further and take a look at our great range of rental properties in Sherman!

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Sherman?

Yes, we offer vacation rentals near top local attractions in Sherman, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Sherman?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Sherman vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Sherman?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Sherman stay.

What’s there to see and do in Sherman?

Candlewood Lake and Housatonic River are a couple of lovely local spots to get outside and enjoy nature. While here, Town Meadows and Mildred Strauss and James Morrissey Family Nature Preserves are other places worth a visit.

What’s a vacation rental in Sherman like?

A vacation rental is a private property you can stay in for a couple of days or more in Sherman. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.