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Chester Holiday 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 holiday rentals

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 HK$777
HK$847 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 HK$698
HK$932 total
includes taxes & fees
24 Aug - 25 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 HK$698
HK$932 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 HK$1,177
HK$1,471 total
includes taxes & fees
17 Aug - 18 Aug
Rustic cabin in Lincoln Maine
Interior

5. Camo Dome Tent

Camo Dome Tent
Lincoln
The price is HK$902
HK$2,096 total
includes taxes & fees
24 Aug - 25 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 HK$1,688
HK$3,055 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 HK$1,412
HK$2,010 total
includes taxes & fees
10 Sept - 11 Sept
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 HK$2,943
HK$5,868 total
includes taxes & fees
8 Sept - 9 Sept
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 HK$1,962
HK$3,036 total
includes taxes & fees
25 Aug - 26 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 HK$5,956
HK$10,358 total
includes taxes & fees
3 Sept - 4 Sept
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 HK$1,194
HK$2,883 total
includes taxes & fees
31 Aug - 1 Sept
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

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:

  • View our selection of featured holiday rentals in Chester
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

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

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chester has to offer?

5-Bedroom Lakefront Retreat, Sandy Beach & Direct Mt. Katahdin Views, South Twin: This holiday home rental outside of 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 wider area, you’ll find Lincoln Memorial Library and Jato Highlands Golf Course.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.