Default HTG hotel image

Chester Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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, (20 reviews)
"Great place!"
United States
Amy
The price is AED 551
AED 681 total
includes taxes & fees
3 Oct - 4 Oct
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 AED 389
AED 928 total
includes taxes & fees
27 Oct - 28 Oct
Camo Dome Tent
A compact RV kitchen with a sink, stove, and black refrigerator.

3. New 2026 RV / Mountain View / ATVs

New 2026 RV / Mountain View / ATVs
Lincoln
The price is AED 790
AED 1,438 total
includes taxes & fees
2 Oct - 3 Oct
New 2026 RV / Mountain View / ATVs
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 AED 569
AED 1,360 total
includes taxes & fees
7 Oct - 8 Oct
Silver Lake Escape-Book to discover why this “camp” is a generational favorite!
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

5. 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 1,171
AED 2,457 total
includes taxes & fees
4 Oct - 5 Oct
Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.
A kitchen with wooden cabinets, a stove, and a microwave.

6. 3-bedroom house in tranquil Millinocket

3-bedroom house in tranquil Millinocket
Millinocket
10.0 out of 10, Exceptional, (3 reviews)
"Property owner was very communicative on check in instructions.Property was clean and as advertised."
United States
Kevin O.
The price is AED 918
AED 1,421 total
includes taxes & fees
15 Oct - 16 Oct
3-bedroom house in tranquil Millinocket
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 AED 1,282
AED 3,043 total
includes taxes & fees
26 Oct - 27 Oct
Cedar Lake Lodge Millinocket Maine / Lakefront Home
Living area

8. 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Baxter Park Inn

Baxter Park Inn

10/10 Excellent
"Great stay!"
Natasha 1-night trip
Posted 4 hours ago
Baxter Park Inn

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.