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Vacation rentals in Chester

Vacation rentals in Chester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Secluded Lakeside Home Swim/Kayak/Hike/Bike
    SUPERHOSTEntire cottage · 8 guests · 4 beds · 1 bathroom
    Secluded Lakeside Home Swim/Kayak/Hike/Bike

    Beautiful, private lakefront home located just 20 feet from the water's edge. With a little over 1300 square feet spread out over 3 levels, there is a private loft with 2 separate sleeping spaces, large master bedroom with balcony on the main level and a daylight basement with bed and sitting area. Hear the call of the loons with your morning coffee. Pick blueberries in season from the kayak or canoe. Plenty of hiking and biking opportunities right out of the front door.

    What guests are saying:

    “Oh my gosh. This place far exceeded my expectations. I find that a lot of places that allow dogs, smell like dogs. This house didn’t have carpet or a lot of soft furniture to allow smells to happen. I cannot stress enough how amazingly clean it was. We also had a ridiculous travel issue and our original planned 9:00pm arrival time turned into 4:45 in the morning. To come “home” to a place that had lights on, and was cool from the fans was so, so, wonderful. It felt very welcoming. The hosts were also very on top of things, the power went out in the area, we weren’t affected, but they checked on us. They also had drinking water in the fridge ready to go. That was huge for us water drinkers. Loved every thing.”

  • The Loons Nest Lodge at Silver Lake - Dunloggin
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bathroom
    The Loons Nest Lodge at Silver Lake - Dunloggin

    Rustic atmosphere, tucked in a loon friendly cove, on Silver Lake in Lee, Maine. Nearby is Harris take out seasonal, Post DD214 MRE Smoke & BBQ, Raymonds Variety and Mt. Jefferson winter skiing or seasonal hiking. Here we encourage all to take part in outdoor recreation in the many seasons Maine has to offer. Look forward to kayaking, paddle board, canoeing, snowshoeing, fishing in the cove or just hanging out in the hammocks at lakeside. International trail access. Loons Nest Lodge is for you.

    What guests are saying:

    “My partner and I stayed here over a weekend and loved our experience. John and Kathie are such kind and warm hosts. We really felt at home- and we especially loved their sweet dogs! John went out of his way to take me downtown to go ice skating, and showed us where to go x-country skiing on the lake and the nearby trails (wonderful XC skiing by the way). They also gave us a great recommendation for dinner out. Breakfast was home cooked and so delicious, we felt so spoiled. Our room and shared bathroom were sparkling clean and we slept very well. I would recommend this spot to anyone. Thank you John and Kathie! We hope so be back some day soon!”

  • Pollys Cabin
    Entire house · 5 guests · 2 beds · 1 bathroom
    Pollys Cabin

    Fishing, swimming, boating! lots of hiking trails . Mt Katahdin the Appalachian trail minutes away! What ever your pleasure is living in the great out doors! (In season )snowmobiling, skiing, 4 wheeling ,great place for hunters!! And Ice fishing! Just a wonderful place to get away from it all! Relax by the fire pit! 50 inch smart tv! For evening relaxing. Excursion packages available with tour guide in the beautiful wilderness, And mountain viewing! For snow sledding and 4 wheeling!

    What guests are saying:

    “Pauline met us upon arrival and immediately let us know the furnace had stopped working and the repair man was on the way. She also discovered the Wi-Fi wasn't working. A recent power outage had taken a toll. The furnace was working when we returned from our drive into town. The Wi-Fi had been working but quit again. Seriously it's beyond her control for good signal being in a remote area with so many trees! We didn't need the Wi-Fi so it didn't bother us at all. We're quite used to staying in remote areas and enjoy being "unplugged"! The house was spotless, well stocked with immediate necessities with comfortable furniture. Extra pillows and blankets, plenty of towels, extra sheets... thoughtful touches throughout! Pauline was close but never intrusive in any way. A perfect hostess. I definitely recommend a visit to her lovely lake home.”

Holiday rentals for every style

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Popular amenities for Chester holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chester

Silver Lake Loon House
SUPERHOSTEntire house
Silver Lake Loon House
Price:€164 / night
Well Appointed Updated Apartment
SUPERHOSTEntire flat
Well Appointed Updated Apartment
Price:€79 / night
Coldstream Pond Cottage
Entire cottage
Coldstream Pond Cottage
Price:€168 / night
24 Holiday Lane Cabin
SUPERHOSTEntire cabin
24 Holiday Lane Cabin
Price:€96 / night
Near Downtown Apartment
SUPERHOSTEntire flat
Near Downtown Apartment
Price:€66 / night
Four Season Getaway on Upper Cold Stream Pond
SUPERHOSTEntire house
Four Season Getaway on Upper Cold Stream Pond
Price:€146 / night
Camp Wheaten
SUPERHOSTEntire cabin
Camp Wheaten
Price:€177 / night
Maine Lakeside Retreat
Entire cottage
Maine Lakeside Retreat
Price:€142 / night
Maine Wilderness Cabin on 80 acres.  Off grid
Entire cabin
Maine Wilderness Cabin on 80 acres. Off grid
Price:€128 / night
The Loons Nest Lodge at Silver Lake - Lakeview
SUPERHOSTPrivate room
The Loons Nest Lodge at Silver Lake - Lakeview
Price:€88 / night
Lakefront Log Cabin N. Maine Woods
SUPERHOSTEntire cabin
Lakefront Log Cabin N. Maine Woods
Price:€71 / night
Unit 8 - Queen bed with shared Bathroom
Hotel room
Unit 8 - Queen bed with shared Bathroom
Price:€53 / night
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