Waterfront holiday rentals in Chester

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Top-rated waterfront accommodation in Chester

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Top Guest favourite
A hand holds a cup labeled 'Maine' against a backdrop of shimmering water reflecting vibrant autumn foliage. The still water is bordered by large rocks and trees, enhancing the serene atmosphere.
Cabin in Burlington
4.95 out of 5 average rating, 202 reviews

Secluded Waterfront Cabin

Please Message me to ask about possible discounts and length of stay minimums. Secluded four season cabin is located on remote Saponac Lake in Burlington, Maine. Last camp on a private dead end road with clear views of the lake. Perfect location for fishing, kayaking, or just relaxing in a hammock. Fully furnished with A Minisplit Heat Pump/ AC, and Propane "wood stove" well water, and high speed WiFi. Within 30 minutes of Lincoln and 1 hr of Bangor. Both towns have shopping, restaurants,etc.

Top Guest favourite
A log cabin is situated on a grassy expanse beside the water, surrounded by trees displaying vibrant autumn foliage. A private dock extends into the lake, providing access for boating activities, while the spacious lawn offers plenty of room for outdoor enjoyment.
Home in Stetson
4.95 out of 5 average rating, 224 reviews

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Top Guest favourite
A wooden dock extends out over tranquil waters, flanked by lush greenery. The water's surface reflects the calm sky, creating a serene atmosphere. Steps lead down from the dock to the gently lapping water, inviting relaxation and aquatic activities.
Cottage in Glenburn
4.95 out of 5 average rating, 248 reviews

Your own private getaway on Pushaw Lake!

Welcome to Pushaw Lake! You’ll find all the comforts of home here! :-) Come for the weekend! Save 20% for a week, or 30% for a month stay! :-) Jump in the lake or go on an adventure in a kayak or canoe this summer! Bring snowmobiles, snowshoes, skis, or go ice-fishing this winter! :-) Relax... Read a book and listen to the Loons, or sit around the fire pit and say goodbye to stress! :-) You’re less than 20 minutes from Bangor International Airport, Downtown Bangor, and UMO! :-)

Guest favourite
The serene view showcases a tranquil lake framed by trees, with vibrant autumn foliage in shades of red, yellow, and orange. The calm water reflects the colorful trees, creating a peaceful natural setting.
Guest suite in Hermon
4.87 out of 5 average rating, 228 reviews

Lake House Cottage

Cozy Two-Bedroom Apartment on Hermon Pond, Hermon, Maine Enjoy a charming two-bedroom apartment attached to our home, just 5 minutes from the interstate, 20 minutes from Bangor International Airport, and about an hour from Acadia National Park. With our long private driveway and the serene pond in the backyard, you’ll feel like you’re in the middle of nowhere. Recently remodeled, the apartment exudes a cozy camp vibe with wide yellow pine walls, hidden doors, and beautiful views of the lake.

Top Guest favourite
A cabin interior showcases a welcoming open layout with wooden walls and a cozy atmosphere. Comfortable seating is provided by leather sofas and a recliner. A wooden coffee table sits in the center, and the kitchen area, visible in the background, features wood cabinets and modern appliances.
Cabin in Enfield
4.97 out of 5 average rating, 116 reviews

28 Holiday Lane Beach Front Cabin

4-Season Cabin next to Morgan's Beach on beautiful Cold Stream Pond rented year round. This is the perfect location for a family vacation or business/working people who travel and have temporary assignments lasting one week to several months. Cabins are fully furnished and include: heat, hot water, electricity, Direct TV, WiFi, trash removal, driveway and roadway plowing. Cabins are 10 minutes to Penobscot Valley Hospital in Lincoln and 40 minutes to EMMC in Bangor. Weekly & Monthly Rates.

Top Guest favourite
The interior of the custom-built yurt features a high, circular ceiling with a skylight at its center. A modern kitchen with stainless steel appliances is visible, alongside a spacious countertop. A loft area is accessed by a wooden staircase, with wooden beams and walls enhancing the natural aesthetic.
Yurt in Medway
4.95 out of 5 average rating, 160 reviews

Katahdin Riverfront Yurt

Glamping at its best! Beautiful custom built yurt on the banks of the Penobscot river along the Grindstone Scenic Byway. Close to Baxter State Park and majestic Mount Katahdin as well as Katahdin Woods and Waters National Park. Two miles to Penobscot River Trails with miles of groomed cross country skiing and mountain biking. 4 seasons of hiking, biking, fishing, canoeing, kayaking, white water rafting, skiing, and miles and miles of snowmobiling! 1 hour to Bangor 2 hours to Bar Harbor

Superhost
A serene sunset over Schoodic Lake is captured through the silhouettes of trees. The sky displays warm hues of orange and pink, reflecting on the calm water surface, creating a peaceful scene. The horizon fades into a darker shade, enhancing the tranquility of the lake.
Guesthouse in Brownville
4.82 out of 5 average rating, 145 reviews

A Little Piece of Heaven

Our place is good for couples, solo adventurers, business travelers, and families (with kids). 3 night minimum. Cottage is located at 32 Lake Avenue, Brownville, Maine 04414. Turn right at A.E. Roberson's convenience store in Brownville, Maine onto Church Street. Follow Church Street for 4.7 miles and turn right onto Schoodic Lake Road. Follow Schoodic Lake Road for Approx. 4 miles. Bear right after crossing the railroad tracks and 32 Lake Ave. will be on your left at our mail box.

Top Guest favourite
A two-story cottage is situated by Pushaw Lake, featuring a spacious deck and stairs leading to the entrance. Bright kayaks rest on the lawn beside the water, which reflects the greenery of surrounding trees. A private dock extends into the lake for easy access.
Cottage in Glenburn
4.95 out of 5 average rating, 122 reviews

Kozy Kottage on Pushaw Lake

Enjoy this 2-story cottage on Pushaw Lake, Maine. This location is perfect for a couple looking to get away or a family looking to make memories. This location offers a terrific spring, summer, and fall experience for kayaking, fishing, swimming, boating, or relaxing. A grill and WIFI are a few of many amenities. The grass yard takes you from the back porch to the dock and waterfront. The lakefront is available exclusively for your enjoyment. This includes kayaks, SUP, and canoe.

Top Guest favourite
A lakeside cabin is framed by lush green trees, showcasing a wooden dock that extends over calm waters. The structure features large windows and a deck with outdoor seating, providing a serene view of the lake and surrounding nature.
Cabin in Hudson
4.9 out of 5 average rating, 123 reviews

Waterfront| Fire pit| Deck|Kayaks

Come and make lifelong memories at The Eagles Nest on Beautiful Pushaw Lake! Newly renovated loft provides a unique camping like experience for children...or allows Adults to revisit their inner child. -Explore the lake with the one tandem and 2 child kayaks provided -Enjoy Barbecuing with our 4 burner grill on the outside deck just feet from the waters edge -Take a swim or relax with a good novel on the outside Hammock -Many family friendly nearby trails to hike and snowshoe

Top Guest favourite
A serene lakeside scene features a wooden dock extending over calm waters, framed by tall trees. A stone fire pit is situated on the shore, and neatly stacked firewood is visible nearby. The sky transitions to soft pastel colors at sunset, reflecting on the lake.
Cottage in Millinocket
4.92 out of 5 average rating, 170 reviews

Lozier’s Lookout- Lakefront, Millinocket Lake

Lozier’s Lookout is a cozy two-bedroom, lakefront cottage on beautiful Millinocket Lake. Perfect for both adventure and relaxation, guests can enjoy nearby hiking, biking, ATV'ing, and local dining, or stay close to home casting a line off the dock, swimming in the lake, paddling the provided kayaks or canoe, and gathering around the campfire for s’mores. With the charm of a classic cabin and the comforts of home, The Lookout offers a welcoming retreat in every season.

Guest favourite
A private dock extends over calm waters, leading to a serene lake surrounded by lush green trees. The clear blue sky reflects off the water, creating a tranquil setting ideal for relaxation and outdoor activities.
Cabin in Lincoln
4.9 out of 5 average rating, 77 reviews

Private dock, king beds, screened in porch, AC.

Cozy lake front cabin with two king bedrooms + twin bunk room. Heat pump for warmth and/or cooling. Screened in porch overlooking the lake with table for dining or playing games on a rainy day, a lakeside fire pit, private dock, and large deck with grill. Come swim, fish, kayak/canoe, relax, and listen to the loons call! 10min from I-95 and town, restaurants, and grocery store. **Dock is in the water seasonally generally June- mid September.

Guest favourite
A serene lakeside view features a grassy area leading to Cambolasse Pond. A stack of firewood stands neatly beside the water's edge, while a small boat is visible on the calm lake. Lush trees and a clear blue sky complete the peaceful setting.
Cottage in Lincoln
4.77 out of 5 average rating, 77 reviews

Home with Sandy Beach On Cambolasse Pond

Welcome to Lincoln! This Camp is Located on a beautiful 1.3 acre flat lot with ample parking, sandy beach, shallow lake access and the ability to launch your own boat right from shore! Excellent snowmobiling,swimming, boating and fishing. Located on Cambolasse Pond there is not many like this. Private pond, Very peaceful Comes with sheets, pillows, and some towels. I recommend bringing extra towels and any other essentials you may need.

Popular amenities for Chester waterfront rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Penobscot County
  5. Chester
  6. Waterfront rentals