Photo by Kristin Patton

Search Cottages in Chester

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 16 Cottages in Chester with updated reviews, rates, and availability.

Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
View from living room window at sunset.

Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!

10.0 out of 10, Exceptional, (22)
"Close to everything, her home was organized and clean She got back to me with all questions I needed answered. Will be back"
The price is AED 826
AED 1,542 total
includes taxes & fees
27 Jan - 28 Jan
Cozy Lakeview Cottage minutes from water adventures, farms, wineries, & skiing!
Just Renovated 1 Bedroom Cottage on Bernardsville Mountain
Exterior detail

Just Renovated 1 Bedroom Cottage on Bernardsville Mountain

2.0 star property
Just Renovated 1 Bedroom Cottage on Bernardsville Mountain
Cheerful Cottage with hot tub
Outdoor spa tub

Cheerful Cottage with hot tub

10.0 out of 10, Exceptional, (11)
"Rented cottage for Christmas time, my family and I had such a nice time! Super clean and great location and views of lake! "
Cheerful Cottage with hot tub
Millburn House w/ Deck - Walk to NYC Transit!
Interior

Millburn House w/ Deck - Walk to NYC Transit!

3.0 star property
Millburn House w/ Deck - Walk to NYC Transit!
Pet-friendly Vacation Rental w/ Lake Access
Terrace/patio

Pet-friendly Vacation Rental w/ Lake Access

3.0 star property
Pet-friendly Vacation Rental w/ Lake Access
Luxury Log Cabin w/ EV Charger & Mtn Views!
Game room

Luxury Log Cabin w/ EV Charger & Mtn Views!

3.0 star property
Luxury Log Cabin w/ EV Charger & Mtn Views!
Madison Home: Walk to Main Street!
Outdoor dining

Madison Home: Walk to Main Street!

3.0 star property
Madison Home: Walk to Main Street!
Beautiful Lakefront Retreat w/ Deck & Views!
Property grounds

Beautiful Lakefront Retreat w/ Deck & Views!

3.0 star property
Beautiful Lakefront Retreat w/ Deck & Views!
Serene Hopatcong Cottage w/ 50-foot Dock!
Private kitchen

Serene Hopatcong Cottage w/ 50-foot Dock!

3.0 star property
Serene Hopatcong Cottage w/ 50-foot Dock!
Secluded Cabin w/ Boats < 6 Mi to Jenny Jump!
Exterior

Secluded Cabin w/ Boats < 6 Mi to Jenny Jump!

3.0 star property
Secluded Cabin w/ Boats < 6 Mi to Jenny Jump!
Calm Columbia Haven: Outdoor Pool, Hot Tub!
Pool

Calm Columbia Haven: Outdoor Pool, Hot Tub!

3.0 star property
Calm Columbia Haven: Outdoor Pool, Hot Tub!
Rustic Oxford Getaway: Patio, Fireplace & More!
Outdoor dining

Rustic Oxford Getaway: Patio, Fireplace & More!

3.0 star property
Rustic Oxford Getaway: Patio, Fireplace & More!
Bernardsville Abode w/ Private Pool + Patio!
Exterior

Bernardsville Abode w/ Private Pool + Patio!

3.0 star property
Bernardsville Abode w/ Private Pool + Patio!
Waterfront Lake Hopatcong Home w/ Boat Dock!
Terrace/patio

Waterfront Lake Hopatcong Home w/ Boat Dock!

3.0 star property
Waterfront Lake Hopatcong Home w/ Boat Dock!
Cozy 3-bedroom cottage in private, pristine lake community-30 miles from NYC!
Dining

Cozy 3-bedroom cottage in private, pristine lake community-30 miles from NYC!

2.0 star property
Cozy 3-bedroom cottage in private, pristine lake community-30 miles from NYC!
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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chester

Stay at beautiful Leisure Lake Lodge
Deck on Boathouse literally extends over the lake. Comfy new furniture thru-out

Stay at beautiful Leisure Lake Lodge

10.0 out of 10, Exceptional, (125)
"Very Beautiful lake house. We all enjoyed with family. Bob is a very good host.Will definitely come again. "
Stay at beautiful Leisure Lake Lodge
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
Deck

Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat

10.0 out of 10, Exceptional, (41)
"The house sits high up on the hill with a big deck overlooking the lake. Viewing the lake with coffee in AM, watching the lake activity during day and seeing the moon and lights across the water with a glass of wine at night was lovely. The lake in front of the house is a no wake zone which affords a calmer setting which was really nice. The owner lives in the area and was quickly attentive to answer questions and resolve any small issues that came up. Highly recommend this home."
Entire Private Lakefront Cottage Home on Lake Hopatcong + Kayaks and Pedalboat
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
@ViewLaneVilla

Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views

10.0 out of 10, Exceptional, (33)
"Outstanding!"
The price is AED 7,346
AED 11,533 total
includes taxes & fees
27 Jan - 28 Jan
Welcome to @ViewLaneVilla "Insta/IG" NJ Mediterranean Villa with Lake Views
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.

Frequently asked questions

Why book your cottage in Chester with Expedia?
Expedia has some terrific cottages in Chester, so get ready for an unforgettable vacation on nature’s doorstep. If you’re on a budget, select how much you want to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a kitchen or a pool. We’ll help you find the right digs whatever your plans or style of travel.
How can I find cheap cottages in Chester?
A good way to get cheap cottages in Chester is with Expedia’s useful filter tool. Tailor your search results by star rating, budget and amenities to land unbeatable prices in just a few clicks.