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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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
$173 nightly
The price is $189
Nov 6 - Nov 7
Total with taxes and fees
Rustic cabin in Lincoln Maine
A wooden deck with a view of a forested area and a small cabin in the distance.

2. Big Narrows Lakeside Cottage

Big Narrows Lakeside Cottage
Lincoln
9.6 out of 10, Exceptional, (5 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.
$250 nightly
The price is $273
Nov 8 - Nov 9
Total with taxes and fees
Big Narrows Lakeside Cottage
A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

3. 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.
$543 nightly
The price is $592
Nov 6 - Nov 7
Total with taxes and fees
Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.
A spacious kitchen with a central island, a dining area with a wooden table and chairs, and a living area with a black leather couch and a fireplace.

4. 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.
$628 nightly
The price is $684
Nov 8 - Nov 9
Total with taxes and fees
Cedar Lake Lodge Millinocket Maine / Lakefront Home
A kitchen with wooden cabinets, a stove, and a microwave.

5. 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
$337 nightly
The price is $367
Nov 12 - Nov 13
Total with taxes and fees
3-bedroom house in tranquil Millinocket
A white two-story house with a front porch, columns, and a small garden.

6. 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
$291 nightly
The price is $317
Nov 6 - Nov 7
Total with taxes and fees
Charming 4-bedroom house in enchanting Millinocket with AC, WiFi
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

Lincoln House Motel

Lincoln House Motel

10/10 Excellent
"Nice room. Clean and centrally located! Digital door locks were a nice change to a key card."
David 1-night trip
Posted 2 days ago
Lincoln House Motel

Find out more about Chester

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $189 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.