Compare Litchfield Vacation Rentals

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Litchfield Rentals

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views

2.61 mi from city center
$329 nightly
The price is $329 total per night
$329 total
Oct 12 - Oct 13
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
The Goshen Glass Chalet

The Goshen Glass Chalet

5.71 mi from city center
Guests of this vacation home enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
Hot Tub
Kitchen
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

6.1 mi from city center
Guests staying at this cabin have access to barbecue grills and a garden.
Kitchen
Pet friendly
Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway

10.16 mi from city center
$1,071 nightly
The price is $1,214 total per night
$1,214 total
Oct 5 - Oct 6
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

19.2 mi from city center
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

22.78 mi from city center
$362 nightly
The price is $404 total per night
$404 total
Sep 30 - Oct 1
Total with taxes and fees
This cottage is a smoke-free cottage.
Waterfront Family Retreat on Candlewood Lake

Waterfront Family Retreat on Candlewood Lake

20.63 mi from city center
$1,205 nightly
The price is $1,368 total per night
$1,368 total
Oct 1 - Oct 2
Total with taxes and fees
At this vacation home, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Kitchen
Washer
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

23.03 mi from city center
$155 nightly
The price is $175 total per night
$175 total
Oct 1 - Oct 2
Total with taxes and fees
At this apartment, guests have access to barbecue grills.
Kitchen
Free WiFi
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

20.44 mi from city center
Guests of this vacation home enjoy a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include barbecue grills and a garden.
Hot Tub
Kitchen
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

21.69 mi from city center
At this vacation home, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Kitchen
Washer
Cozy Safe Home

Cozy Safe Home

22.72 mi from city center
$303 nightly
The price is $343 total per night
$343 total
Oct 1 - Oct 2
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This vacation home also has barbecue grills.
Kitchen
Washer
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

23.31 mi from city center
$251 nightly
The price is $284 total per night
$284 total
Oct 1 - Oct 2
Total with taxes and fees
This vacation home features a gym and laundry facilities.
Washer
Dryer
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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.

Litchfield Large Group Rentals

How to Book Vacation Rentals in Litchfield



🏠 What is the best price for Litchfield vacation rentals?

Litchfield vacation rentals range in price, starting at $175 per night.


🏠 What types of vacation rentals in Litchfield can I rent?

Orbitz offers a wide range of Litchfield rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Litchfield condo rentals.


🏠 Is it free to cancel my Litchfield vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Litchfield vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Litchfield. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Litchfield?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Litchfield apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Litchfield?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Litchfield package deals will get you even more savings.

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