Chester Holiday Rentals

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Holiday Rentals in Chester

Cabin on the water!

9.6 out of 10, Exceptional, (24)
"Loved the location. We will try and stay again at some point."
Cabin on the water!

Secluded Katahdin View, Lakefront Bliss & Beach Cove Retreat

9.8 out of 10, Exceptional, (16)
"This was a wonderful getaway for me and my family and perfect place to meet up with family friends."
Secluded Katahdin View, Lakefront Bliss & Beach Cove Retreat

Cozy cottage in charming Lincoln, ME with AC

10.0 out of 10, Exceptional, (2)
"This property was perfectly listed and a wonderful stay! Highly recommend and would stay again! "
Cozy cottage in charming Lincoln, ME with AC

Mount Katahdin hideaway!

10.0 out of 10, Exceptional, (47)
"Elizabeth's place was in a nice location for visiting Millinocket."
Mount Katahdin hideaway!

Schlafmans Hollow Solar Cabins

2.5 star property
10.0 out of 10, Exceptional, (13)
"schlafman's hollow stay was very pleasant scott the propriator was very nice an' communicative would stay again an' have already recommended to others "
The price is NZ$130
includes taxes & fees
30 July - 31 July
Schlafmans Hollow Solar Cabins

House close to Mt. Kathadin, Baxter State Park

8.6 out of 10, Excellent, (34)
"The property was clean and had everything we needed. Very well stocked."
House close to Mt. Kathadin, Baxter State Park

Riverside 3 bedroom 2 bath near Baxter State Park

9.4 out of 10, Exceptional, (59)
"Always a pleasure, could use some seasonal maintenance but overall great!"
Riverside 3 bedroom 2 bath near Baxter State Park

Katahdin Woods & Waters House - close to trails!

9.8 out of 10, Exceptional, (90)
"The stay was great and the snowmobiling was top notch and the best part of our stay was Cali she was the most accommodating host ever she ROCKS"
Katahdin Woods & Waters House - close to trails!

Lakefront home with something to enjoy for every season!

9.8 out of 10, Exceptional, (178)
"The cabin was perfect for our long weekend and very tranquil and relaxing. It’s much larger than it looks in pictures and has everything you could need. We would love to come back in the summertime!"
Lakefront home with something to enjoy for every season!

South Twin Lake Cabin - Turkey Tail

8.8 out of 10, Excellent, (22)
"Easy check in and out. Very nice camp and good location. It’s super cozy and we loved the he deck and little beach front. Would definitely recommend "
South Twin Lake Cabin - Turkey Tail

South Twin Place - Comfortable year-round home on the shores of South Twin Lake!

10.0 out of 10, Exceptional, (12)
"We had a great long weekend. The weather was perfect. The camp was amazing and it’s a great location."
South Twin Place - Comfortable year-round home on the shores of South Twin Lake!

Let nature wash away your stress on Schoodics’ crystal clear and spring fed lake

9.6 out of 10, Exceptional, (39)
"Reminds me of 50 years ago going to our camp as a teenager. Gives us great pleasure to show and teach our 5 granddaughters the joy of family as we say i maine"the war life should br:"
Let nature wash away your stress on Schoodics’ crystal clear and spring fed lake

A Little Piece Of Heaven

9.6 out of 10, Exceptional, (35)
"Beautiful spot very gracious hosts! Great visiting with the hosts as always "
A Little Piece Of Heaven

Charming 4-bedroom house in enchanting Millinocket with AC, WiFi

10.0 out of 10, Exceptional, (4)
"We had a great stay- this house was very comfortable and had everything we needed. "
The price is NZ$804
includes taxes & fees
25 Aug - 26 Aug
Charming 4-bedroom house in enchanting Millinocket with AC, WiFi

Very private-modern home -large lake-202ft. of shoreline

9.8 out of 10, Exceptional, (28)
"Plenty of room for everyone, quiet location and beautiful views of the lake "
Very private-modern home -large lake-202ft. of shoreline

Cold Stream Cottage S

10.0 out of 10, Exceptional, (2)
"Clean, cute, cozy, quiet, beautiful water views, truly everything we needed for a nice family weekend! "
Cold Stream Cottage S

Lakeside Serenity Sum

10.0 out of 10, Exceptional, (4)
"The house was very comfortable and the location was excellent. Kitchen well stocked. Nice scenery of the lake. "
Lakeside Serenity Sum

Lakeside Getaway on Upper Coldstream Pond

9.6 out of 10, Exceptional, (13)
"Great place to stay if your looking for a lake experience. Clean and plenty of room. Beds are super comfy. This is our 3rd year here and will be back."
Lakeside Getaway on Upper Coldstream Pond

Unique Waterfront Overlooking Mount Katahdin

10.0 out of 10, Exceptional, (51)
"We stayed for a week with my 4 kids (ages 5 - 13) and parents and loved this house! It's a wonderful lake house with everything that you could possibly need. The kitchen is wonderful and the bedrooms were very comfortable. Plenty of room to spread out as well as to convene for meals. The lake is beautiful. "
Unique Waterfront Overlooking Mount Katahdin

Maine Lakeside Retreat

10.0 out of 10, Exceptional, (32)
"This house is a great location for fishing both on the ponds and the rivers in the area. We had a great stay and would definitely stay here again."
Maine Lakeside Retreat
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

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?

House close to Mt. Kathadin, Baxter State Park: This holiday home rental outside of Chester is located on a river, and has a garden, a selection of games and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Millinocket Memorial Library.

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.