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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Chester vacation rentals

Economy Cabin | Terrace/patio

1. Schlafmans Hollow Solar Cabins

Schlafmans Hollow Solar Cabins
2.5 star property
Lincoln
10.0 out of 10, Exceptional, (20 reviews)
"Clean and staff friendly. Highly recommend"
United States
Susan
The price is ￥14,357
￥15,649 total
includes taxes & fees
Aug 30 - Aug 31
Schlafmans Hollow Solar Cabins
Property grounds

2. Schlafman's Hollow Solar Camp Cabin 1

Schlafman's Hollow Solar Camp Cabin 1
Lincoln
10.0 out of 10, Exceptional, (2 reviews)
"Nice and clean. All renewable energy sources. Beautiful area. Peaceful, could do my work and focus."
United States
Terry M.
The price is ￥14,183
￥18,934 total
includes taxes & fees
Aug 30 - Aug 31
Schlafman's Hollow Solar Camp Cabin 1
Property grounds

3. Schlafman's Hollow Solar Camp Cabin 2

Schlafman's Hollow Solar Camp Cabin 2
Lincoln
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥14,183
￥18,934 total
includes taxes & fees
Aug 30 - Aug 31
Schlafman's Hollow Solar Camp Cabin 2
Property grounds

4. Rustic cabin in Lincoln Maine

Rustic cabin in Lincoln Maine
Lincoln
10.0 out of 10, Exceptional, (19 reviews)
"Great place!"
United States
Amy
The price is ￥23,904
￥29,877 total
includes taxes & fees
Sep 1 - Sep 2
Rustic cabin in Lincoln Maine
Coffee/tea maker, fridge, microwave, stovetop

5. New 2026 RV / Mountain View / ATVs

New 2026 RV / Mountain View / ATVs
Lincoln
The price is ￥34,282
￥62,380 total
includes taxes & fees
Aug 30 - Aug 31
New 2026 RV / Mountain View / ATVs
Living area

6. Book your stay to find out why this Maine “camp” is a generational favorite!

Book your stay to find out why this Maine “camp” is a generational favorite!
Lee
The price is ￥25,816
￥60,448 total
includes taxes & fees
Sep 22 - Sep 23
Book your stay to find out why this Maine “camp” is a generational favorite!
Interior

7. Camo Dome Tent

Camo Dome Tent
Lincoln
The price is ￥18,326
￥42,557 total
includes taxes & fees
Aug 30 - Aug 31
Camo Dome Tent
Property grounds

8. Big Narrows Lakeside Cottage

Big Narrows Lakeside Cottage
Lincoln
10.0 out of 10, Exceptional, (2 reviews)
"If you are looking for a beautiful quiet spot to get away this is it! Very accommodating host, needed something that wasn't in the cabin and host almost immediately brought it over and made sure we had what we needed. Thank you!"
United States
Michael C.
The price is ￥28,685
￥40,820 total
includes taxes & fees
Sep 2 - Sep 3
Big Narrows Lakeside Cottage
Coffee/tea maker, fridge, microwave, oven

9. 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 ￥59,760
￥119,160 total
includes taxes & fees
Sep 8 - Sep 9
Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.
Exterior

10. Cedar Lake Lodge Millinocket Maine / Lakefront Home

Cedar Lake Lodge Millinocket Maine / Lakefront Home
Long A Township
The price is ￥94,516
￥181,536 total
includes taxes & fees
Sep 3 - Sep 4
Cedar Lake Lodge Millinocket Maine / Lakefront Home
Private kitchen

11. 3-bedroom house in tranquil Millinocket

3-bedroom house in tranquil Millinocket
Millinocket
10.0 out of 10, Exceptional, (1 review)
"Place was great. Would stay again if available when I return."
United States
brian p.
The price is ￥39,840
￥61,491 total
includes taxes & fees
Sep 26 - Sep 27
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

Schoodic Escape

Schoodic Escape

10/10 Excellent
"We had a great stay here! This is a lovely cabin in a little neighborhood, but still feels private. We brought our canoe and kayaks and were on the water a lot. Entry is very shallow and kid friendly. Our kiddo caught his first fish right off the dock! Bathrooms, kitchen, bedrooms were very clean. Common areas a bit less so. This cabin feels like staying at a friends house. There is a Trade Winds/Hannaford grocery store about 15 mins away in Milo — we brought all our food but could have saved space and just shopped there. There’s a lovely heated mudroom — excellent for winter, but in the summer a laundry drying rack or hooks in the bathroom would have been helpful for drying swimsuits and towels. The cabin was comfortable temperature wise, but fans in the bedrooms would have been welcome as well. Kitchen is incredibly well stocked with pots, pans, utensils. Many chairs on the deck, along with a picnic table. Overall, really fantastic. We’d absolutely go back."
Anne R. 4-night trip
Posted 2 days ago
Schoodic Escape

Find out more about Chester

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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?

5-Bedroom Lakefront Retreat, Sandy Beach & Direct Mt. Katahdin Views, South Twin: This vacation home rental near Chester is on a lake and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Mattanawcook Pond.

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.