Chester Holiday Rentals

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Holiday Rentals in Chester

Cabin in Chester

9.4 out of 10, Exceptional, (27)
"We had a very relaxed, quiet, and comfortable stay!"
United States
Amy D.
Cabin on the water!

Cabin in Lincoln

1.0 star property
10.0 out of 10, Exceptional, (2)
"This small cabin by the water was a perfect weekend retreat for our family. The rustic feeling of the cabin and the prime location of the property provided a beautiful experience and an easy trip! Inside the cabin is cozy and clean, outside the property offers great water access. We look forward to future stays and adventures spent canoeing on the Penobscot River!"
United States
Nathan B.
The price is NZ$334
includes taxes & fees
26 Nov - 27 Nov
Rustic cabin in Lincoln Maine

Cabin in Lee

9.8 out of 10, Exceptional, (192)
"Very pet friendly, spacious, ample sleeping options"
United States
Jennifer
Lakefront home with something to enjoy for every season!

Cabin in Millinocket

9.8 out of 10, Exceptional, (30)
"We absolutely loved our stay here. We definitely want to come back. We had just gotten married the week before and we’re looking for some peace and quiet and this was perfect. I love all of the character this place has. It was so comfortable and cozy!"
United States
Amanda F.
Secluded Katahdin View, Lakefront Bliss & Beach Cove Retreat

Holiday Home in Millinocket

10.0 out of 10, Exceptional, (12)
"We had a great stay- this house was very comfortable and had everything we needed. "
United States
Katie C.
The price is NZ$571
includes taxes & fees
29 Nov - 30 Nov
Charming 4-bedroom house in enchanting Millinocket with AC, WiFi

Holiday Home in Lincoln

10.0 out of 10, Exceptional, (37)
"Comfortable and roomy home on a beautiful lake. We spent a wonderful two weeks there. "
United States
Elaine Z.
Maine Lakeside Retreat

Cabin in Brownville

10.0 out of 10, Exceptional, (37)
"Second time staying here. We love it. Plenty of room for 10 of us. Being right on the beautiful lake is amazing. I highly recommend this property. "
United States
Jami B.
Lakefront on beautiful Schoodic lake-great fishing and near hiking&ATV trails

Holiday Home in Lowell

10.0 out of 10, Exceptional, (21)
"Wonderful time and well appointed cabin with everything you could possibly need for a comfortable stay. The game room was great to get a break from the kids!"
United States
Tori K.
Log home on untouched cold stream lake

Holiday Home in Millinocket

9.8 out of 10, Exceptional, (97)
"Our perfect home away from home for the past four years!"
United States
Peter K.
Katahdin Woods & Waters House - close to trails!

Cabin in Brownville

9.4 out of 10, Exceptional, (126)
"My family had an awesome time and we enjoyed every time we stay at this beautiful place!! We can’t wait to go back next year!! I’ve been coming to Maine ever since I was a young kid and my family have roots here at Schoodic lake and I want my family to have the best vacation like I always did !! Thank you for sharing your home with my family!!! "
United States
Lynn K.
Schoodic Escape– NEW FOR 2023 -Whole house generator and FAST Starlink internet!

Cabin in Lincoln

2.5 star property
10.0 out of 10, Exceptional, (15)
"schlafman's hollow stay was very pleasant scott the propriator was very nice an' communicative would stay again an' have already recommended to others "
United States
linda
Schlafmans Hollow Solar Cabins

Holiday Home in Lincoln

10.0 out of 10, Exceptional, (4)
"Tricia’s property was very clean and comfortable! Location is prime and property was beautiful. "
United States
Mikaela S.
Year-Round Lakefront Family Retreat with Private Waterfront and Treehouse

Holiday Home in East Millinocket

8.6 out of 10, Excellent, (39)
"Home is neat and orderly. Older basic home very relaxing "
United States
Timothy C.
House close to Mt. Kathadin, Baxter State Park

Cabin in Lincoln

9.6 out of 10, Exceptional, (17)
"Very clean nice quiet location more then enough space for the wntire family "
United States
Rich M.
Lakeside Getaway on Upper Coldstream Pond

Holiday Home in Lincoln

10.0 out of 10, Exceptional, (41)
"Our 2nd time staying here and it was great!!"
United States
Heather M.
Lake House

Holiday Home in Lincoln

10.0 out of 10, Exceptional, (76)
"Wonderful and relaxing lakefront cabin. We always enjoy our stay."
United States
mat c.
Four Season Getaway on Upper Cold Stream Pond

Holiday Home in Millinocket

9.8 out of 10, Exceptional, (11)
"Beautiful house, everything you might need to be comfortable. Near the state park (we went white water rafting there with NEOC), near restaurants, safe, quiet street. Loved this place!"
United States
Susie R.
Close to trails! Cozy home base for your snowmobile adventures.

Apartment in Millinocket

10.0 out of 10, Exceptional, (65)
"Close to everything we needed!"
United States
Andrea C.
Mount Katahdin hideaway!

Holiday Home in Lakeview Plantation

9.6 out of 10, Exceptional, (29)
"We had a great day! The kids loved the big house and all the different beds they could choose from. Lots of fires were had, fishing, swimming, baseball in the yard. I grew up on Schoodic Lake so it was great to get back there."
United States
Jennifer V.
Very private-modern home -large lake-202ft. of shoreline

Holiday Home in Millinocket

9.2 out of 10, Wonderful, (66)
"Check-in was a breeze and the kitchen was well-appointed and very clean. Location is spectacular. A canoe and two kayaks were provided and we used them every day. If you want to see bald eagles, this is your place!"
United States
Susan W.
Riverside 3 bedroom 2 bath near Baxter State Park
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

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as NZ$334 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday 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 holiday.

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 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?

Year-Round Lakefront Family Retreat with Private Waterfront and Treehouse : This holiday home rental outside of Chester is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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 North Light Gallery.

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.