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Chester Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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, (23 reviews)
"Great place!"
United States
Amy
The price is AED 588
AED 693 total
includes taxes & fees
21 Nov - 22 Nov
Rustic cabin in Lincoln Maine
A two-story house with a garage, a front door, and a well-maintained lawn.

2. 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 AED 1,090
AED 2,269 total
includes taxes & fees
19 Nov - 20 Nov
Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.
A cabin by a clear lake surrounded by dense trees.

3. Cedar Lake Lodge Millinocket Maine / Lakefront Home

Cedar Lake Lodge Millinocket Maine / Lakefront Home
Long A Township
6.0 out of 10, (1 review)
"The property was beautiful, and we really enjoyed our stay. The beds were comfortable, and the home was well-stocked with supplies. Unfortunately, we experienced some issues with the hot water. Although someone was sent out to try to resolve the problem, several members of our group had to take cold showers on multiple nights.We also found that the kitchen sink had a smart faucet that wasn't immediately obvious how to operate. It would be helpful to provide instructions for features like this,...
United States
Tami S.
The price is AED 964
AED 2,552 total
includes taxes & fees
16 Dec - 17 Dec
Cedar Lake Lodge Millinocket Maine / Lakefront Home
A wooden deck with a black railing, surrounded by trees with autumn foliage.

4. 3-bedroom house in tranquil Millinocket

3-bedroom house in tranquil Millinocket
Millinocket
10.0 out of 10, Exceptional, (5 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 AED 1,010
AED 1,389 total
includes taxes & fees
16 Dec - 17 Dec
3-bedroom house in tranquil Millinocket
A covered porch with white walls and dark wooden shutters, featuring several rocking chairs and a small table.

5. Charming 4-bedroom house in enchanting Millinocket with AC, WiFi

Charming 4-bedroom house in enchanting Millinocket with AC, WiFi
Millinocket
9.8 out of 10, Exceptional, (24 reviews)
"Clean and great place to stay!"
United States
Carmon
The price is AED 691
AED 1,113 total
includes taxes & fees
16 Dec - 17 Dec
Charming 4-bedroom house in enchanting Millinocket with AC, WiFi
Living area

6. Howland House King bed Seconds from I-95

Howland House King bed Seconds from I-95
2.5 star property
Howland
Howland House King bed Seconds from I-95
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

Unique Waterfront Overlooking Mount Katahdin

Unique Waterfront Overlooking Mount Katahdin

10/10 Excellent
"My family has been coming to Kitty’s Lake House for a long fall weekend for the past five years and we look forward to it all year long. The house is a work of art - fun, bright, beautiful and full of wonderful things to look at - if you can tear yourself away from the view, which is spectacular. It’s easy to fill the days with hiking, biking and kayaking and it’s just a short drive into Millinocket. The hosts are warm and responsive. Highly recommend! !"
Claudia S. 3-night trip
Posted 6 days ago
Unique Waterfront Overlooking Mount Katahdin

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.