Chester Vacation Rentals from ￥13,446: Search Short-Term Rentals

Q: What's the top vacation rental that Chester has to offer?

Lake House : This vacation home rental near Chester is located on a lake and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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Vacation Rentals in Chester

"Really nice cabin very clean well appointed the owner owners are fantastic to deal with"

"schlafman's hollow stay was very pleasant scott the propriator was very nice an' communicative would stay again an' have already recommended to others "

￥13,446 total

includes taxes & fees

Oct 10 - Oct 11

"This was a wonderful getaway for me and my family and perfect place to meet up with family friends."

"Super clean and cozy! Everything provided for a comfortable stay. Walk to the (tiny) downtown, 5 minutes drive to the general store and more, 30 minutes to BSP. Fantastic!"

"Very pet friendly, spacious, ample sleeping options"

"Gorgeous location with such a nice home. Host was great!"

"This property was perfectly listed and a wonderful stay! Highly recommend and would stay again! "

"We all had a great time. Family vacation coming back "

"This cozy house had everything we needed for our weekend. Nice family neighborhood and very close to town. I will definitely be back."

"This house is great!!! Super location in a great neighborhood!We'll be back for sure!!"

￥49,027 total

includes taxes & fees

Oct 15 - Oct 16

"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!"

"Always a pleasure, could use some seasonal maintenance but overall great!"

4 bedrooms, desk, iron/ironing board, WiFi

"The property was clean and roomy for a large family. Owner was friendly and accommodating. We greatly appreciated the little touches. We would recommend this property to stay at!"

"Had a great stay at this property, close to the lake, and in walking distance to a restaurant."

"Clean, cute, cozy, quiet, beautiful water views, truly everything we needed for a nice family weekend! "

"Callie was very helpful with any needs "

"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."

"Tricia’s property was very clean and comfortable! Location is prime and property was beautiful. "

"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."

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Top Chester Hotel Reviews

Secluded Katahdin View, Lakefront Bliss & Beach Cove Retreat

10/10 Excellent

"We loved the peace and tranquillity. Although an outdoor shower is not our preference, we enjoyed the experience of it! The cabin was roomy and we just felt like we were at home! "

Schlafmans Hollow Solar Cabins

10/10 Excellent

"It was a get away to a quiet place with a lot of unique features. There is a walking path lit with colorful leds, that was fun to stroll. The out house is funky but very clean, a very rural experience. The cabin was very nice, almost like palacial tree house but on the ground. It was warm enough and I slept well too. This is a get away spot, I recommend, part of which what is not there makes it special. Waldon Pond in a field! I could easly spend a week there doing my writing & a artistic retreat."

Katahdin Woods & Waters House - close to trails!

10/10 Excellent

"This venue supported our first family reunion since 1992 and it was so good to us. Some spent the night very well accommodated. Some day tripped. Staff Molly, Callie and Shannon were very helpful, easily allowing me to change one venue for this larger one. Clean, well appointed with everything we needed and more."

Mount Katahdin hideaway!

10/10 Excellent

"This property is very well maintained, close to activities downtown, shopping, festivals, theater and restaurants yet just far enough to be extremely quiet and peaceful. The property owner is very nice, she provides all the necessary amenities for a great stay, accommodating and responsive. "

Find out more about Chester

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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?

Lake House: This vacation home rental near Chester is located on a lake and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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 Millinocket Memorial Library.

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.

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Chester Vacation Rentals

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Vacation Rentals in Chester

Cabin on the water!

Schlafmans Hollow Solar Cabins

Secluded Katahdin View, Lakefront Bliss & Beach Cove Retreat

Mount Katahdin hideaway!

Lakefront home with something to enjoy for every season!

Schoodic Lake House: 2-bedroom, 1 bath, w/ AC

Cozy cottage in charming Lincoln, ME with AC

Lake House

House close to Mt. Kathadin, Baxter State Park

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

Log home on untouched cold stream lake

Riverside 3 bedroom 2 bath near Baxter State Park

19 Lake St

Cozy Brownville Cabin: 2 Mi to Schoodic Lake!

Cold Stream Cottage S

Tiny Tiny Caboose Cabin Replica

Katahdin Woods & Waters House - close to trails!

Maine Lakeside Retreat

Year-Round Lakefront Family Retreat with Private Waterfront and Treehouse

Lakeside Getaway on Upper Coldstream Pond

Top Chester Hotel Reviews

Secluded Katahdin View, Lakefront Bliss & Beach Cove Retreat

Katahdin Inn & Suites

Briarwood Motor Inn

Schlafmans Hollow Solar Cabins

Baxter Park Inn

Lakefront home with something to enjoy for every season!

Katahdin Woods & Waters House - close to trails!

Gateway Inn

Mount Katahdin hideaway!

Find out more about Chester

Frequently asked questions

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