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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chester vacation rentals

A wooden gazebo with a roof and a bench, surrounded by trees with autumn leaves.

1. Rustic cabin in Lincoln Maine

Rustic cabin in Lincoln Maine
Lincoln
10.0 out of 10, Exceptional, (22 reviews)
"Great place!"
United States
Amy
The price is ￥23,712
￥29,465 total
includes taxes & fees
Oct 18 - Oct 19
Rustic cabin in Lincoln Maine
A wood-burning stove in a room with a rustic, wooden interior.

2. Camo Dome Tent

Camo Dome Tent
Lincoln
The price is ￥17,088
￥40,337 total
includes taxes & fees
Nov 2 - Nov 3
Camo Dome Tent
A wooden deck with a view of a forested area and a small cabin in the distance.

3. Big Narrows Lakeside Cottage

Big Narrows Lakeside Cottage
Lincoln
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautiful spot! You can fish right out front or head out further. Clean and was exactly as posted. Great hosts as well!"
United States
Felicia B.
The price is ￥28,454
￥40,147 total
includes taxes & fees
Oct 18 - Oct 19
Big Narrows Lakeside Cottage
A cabin with a wooden interior, large windows overlooking a lake, built-in benches with cushions, and a door with a window.

4. Silver Lake Escape-Book to discover why this “camp” is a generational favorite!

Silver Lake Escape-Book to discover why this “camp” is a generational favorite!
Lee
10.0 out of 10, Exceptional, (1 review)
"The property was easy to find and access. It’s a beautiful spot! Very clean inside and had everything we needed!"
United States
Linda L.
The price is ￥26,320
￥60,739 total
includes taxes & fees
Oct 17 - Oct 18
Silver Lake Escape-Book to discover why this “camp” is a generational favorite!
A compact RV kitchen with a sink, stove, and black refrigerator.

5. New 2026 RV / Mountain View / ATVs

New 2026 RV / Mountain View / ATVs
Lincoln
The price is ￥34,006
￥61,879 total
includes taxes & fees
Oct 16 - Oct 17
New 2026 RV / Mountain View / ATVs
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

6. Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.

Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.
Lee
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay. The lake view was nice, and the three bathrooms were definitely helpful. The neighbors are very close, but it was nice and quiet for the most part. Overall, a very good place to stay for a larger group."
United States
Kenneth W.
The price is ￥46,894
￥101,428 total
includes taxes & fees
Oct 19 - Oct 20
Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.
A cabin by a clear lake surrounded by dense trees.

7. Cedar Lake Lodge Millinocket Maine / Lakefront Home

Cedar Lake Lodge Millinocket Maine / Lakefront Home
Long A Township
The price is ￥42,539
￥115,807 total
includes taxes & fees
Oct 26 - Oct 27
Cedar Lake Lodge Millinocket Maine / Lakefront Home
A kitchen with wooden cabinets, a stove, and a microwave.

8. 3-bedroom house in tranquil Millinocket

3-bedroom house in tranquil Millinocket
Millinocket
10.0 out of 10, Exceptional, (4 reviews)
"Everything was perfect. Communication with the owner was superb, Perfect location if visiting Baxter State Park. Neighbor was safe and convenient to restaurant and grocery store. We would definitely stay there again."
United States
George
The price is ￥39,520
￥61,169 total
includes taxes & fees
Oct 29 - Oct 30
3-bedroom house in tranquil Millinocket
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.
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Top Chester Hotel Reviews

Mount Katahdin hideaway!

Mount Katahdin hideaway!

8/10 Good
"It was nice and quiet."
Sarah U. 2-night trip
Posted 1 day ago
Mount Katahdin hideaway!

Find out more about Chester

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

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

Frequently asked questions

Can I find vacation rentals in Chester?

Yes, you can find vacation rentals close to the most popular attractions in Chester, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Chester has to offer?

Cedar Lake Lodge Millinocket Maine / Lakefront Home: This vacation home rental near Chester is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

What can I see and do in Chester?

Explore the area and family-friendly sights such as Mt. Jefferson, or get out into nature at a spot like Penobscot River. In the larger area, you’ll find Lincoln Memorial Library and Moose Prints Gallery and Gifts.

What are vacation rentals like in Chester?

Vacation rentals are privately owned properties you can book for several days or more in Chester. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family gatherings.