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Chester Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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, (19 reviews)
"Clean and staff friendly. Highly recommend"
United States
Susan
The price is AED 356
AED 388 total
includes taxes & fees
16 Aug - 17 Aug
Schlafmans Hollow Solar Cabins
Property grounds

2. 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 AED 327
AED 436 total
includes taxes & fees
16 Aug - 17 Aug
Schlafman's Hollow Solar Camp Cabin 2
Property grounds

3. 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 AED 327
AED 436 total
includes taxes & fees
16 Aug - 17 Aug
Schlafman's Hollow Solar Camp Cabin 1
Property grounds

4. Rustic cabin in Lincoln Maine

Rustic cabin in Lincoln Maine
Lincoln
10.0 out of 10, Exceptional, (18 reviews)
"Great place!"
United States
Amy
The price is AED 551
AED 685 total
includes taxes & fees
16 Aug - 17 Aug
Rustic cabin in Lincoln Maine
Interior

5. Camo Dome Tent

Camo Dome Tent
Lincoln
The price is AED 422
AED 981 total
includes taxes & fees
17 Aug - 18 Aug
Camo Dome Tent
Coffee/tea maker, fridge, microwave, stovetop

6. New 2026 RV / Mountain View / ATVs

New 2026 RV / Mountain View / ATVs
Lincoln
The price is AED 790
AED 1,430 total
includes taxes & fees
16 Aug - 17 Aug
New 2026 RV / Mountain View / ATVs
Property grounds

7. 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 AED 661
AED 941 total
includes taxes & fees
2 Sep - 3 Sep
Big Narrows Lakeside Cottage
Coffee/tea maker, fridge, microwave, oven

8. 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 1,377
AED 2,746 total
includes taxes & fees
8 Sep - 9 Sep
Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.
Private kitchen

9. 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 AED 918
AED 1,421 total
includes taxes & fees
17 Aug - 18 Aug
3-bedroom house in tranquil Millinocket
Exterior

10. Cedar Lake Lodge Millinocket Maine / Lakefront Home

Cedar Lake Lodge Millinocket Maine / Lakefront Home
Long A Township
The price is AED 2,788
AED 4,848 total
includes taxes & fees
3 Sep - 4 Sep
Cedar Lake Lodge Millinocket Maine / Lakefront Home
Living area

11. 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 AED 555
AED 1,346 total
includes taxes & fees
1 Sep - 2 Sep
Book your stay to find out why this Maine “camp” is a generational favorite!
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

Dock & Gym! Lakefront Family Retreat in Lincoln

Dock & Gym! Lakefront Family Retreat in Lincoln

10/10 Excellent
"We had a great time, the house is spacious and the property is absolutely beautiful. Would definitely stay again."
Nichole Maurer
Posted 2 days ago
Dock & Gym! Lakefront Family Retreat in Lincoln

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 Jato Highlands Golf Course.

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.