Compare Chester Cottage Rentals

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Featured Cottages in Chester

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
$196 nightly
The price is $221 total per night
$221 total
May 18 - May 19
Total with taxes and fees
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Air conditioning
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Waterford CT
$310 nightly
The price is $351 total per night
$351 total
May 21 - May 22
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Cozy & Warm Getaway Cottage in Beach Community

Cozy & Warm Getaway Cottage in Beach Community

Niantic CT
At this cottage, guests have access to a gym, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton CT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
The Tiny Cottage on The Ranch

The Tiny Cottage on The Ranch

Oakdale, CT
$165 nightly
The price is $187 total per night
$187 total
May 25 - May 26
Total with taxes and fees
At this cottage, guests have access to a garden.
The Dream Location for Your Perfect Vacation

The Dream Location for Your Perfect Vacation

Branford CT
At this cottage, guests have access to features like local meal delivery service. This beach cottage also has barbecue grills.
NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access

Clinton CT
$556 nightly
The price is $630 total per night
$630 total
May 17 - May 18
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Washer
Dryer
Beach Cottage, private beach and pass

Beach Cottage, private beach and pass

East Lyme CT
$581 nightly
The price is $657 total per night
$657 total
May 27 - May 28
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Madison CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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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.

Hotel Options in Chester

    Hyatt Place Uncasville - Casino Area

    Hyatt Place Uncasville - Casino Area

    2049 Norwich Montville CT
    $99 nightly
    The price is $114 total per night from Jun 10 to Jun 11
    $114 total
    Jun 10 - Jun 11
    Total with taxes and fees
    9.2/10 Wonderful! (2,675 reviews)
    Mohegan Sun

    Mohegan Sun

    1 Mohegan Sun Boulevard Montville CT
    9.2/10 Wonderful! (2,010 reviews)
    Red Roof Inn Meriden

    Red Roof Inn Meriden

    10 Bee St Meriden CT
    $89 nightly
    The price is $102 total per night from May 21 to May 22
    $102 total
    May 21 - May 22
    Total with taxes and fees
    7.4/10 Good! (1,002 reviews)

Cottages

Book a cottage in Chester
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chester. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Chester better.

Cottage apartments in Chester range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Chester
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Chester and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Chester cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Chester. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Chester Cottages essential information

Accommodation
136 Cottages
Lowest Price
$102
Highest Price
$657
Popular accommodation
1-bedroom cottage with Grove Beach 🏖️ access., Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk, Cozy & Warm Getaway Cottage in Beach Community, The gardners Cottage 1 mile from long Island Sound - pet friendly, The Tiny Cottage on The Ranch, The Dream Location for Your Perfect Vacation , NEW Coastal Cottage 2 Miles to Beach + Lake Access, Beach Cottage, private beach and pass, Beachfront Cottage with panoramic views of Long Island Sound in Madison CT