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Waterfront holiday rentals in Chester

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Top-rated waterfront accommodation in Chester

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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, 197 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, 210 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 lakeside cottage is nestled among trees, featuring wooden siding with flower boxes beneath the windows. The property slopes down to a clear lake, with light filtering through the surrounding foliage, creating a serene natural environment.
Cottage in Lincoln
5 out of 5 average rating, 93 reviews

The Nest will be your Maine recreational retreat!!

The Nest is our lakeside cottage in the ❤️ of Maine’s recreational playground. You are steps from a crystal clear spring fed lake; we are also situated on ATV and snowmobile trails. Enjoy the calls of the loons & waves lapping at the shore; take in the incredible sunsets over the lake & unwind in front of the fire. We welcome your well behaved pups, please review our house rules for pet details. This is the perfect spot to recharge your batteries. We look forward to seeing you at The Nest!

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, 242 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
Cottage in Lincoln
4.81 out of 5 average rating, 47 reviews

Tranquil lakefront cottage

Right on the water! You will be close to everything when you stay at this centrally-located cozy cottage directly on Mattanawcook Lake with breathtaking views, steps away from boat ramp / dock and park, including beach, basketball courts and playground. One block away to Downtown Lincoln with restaurants and shopping. Relax on the porch or fish from the Private dock (seasonal) /yard. Enjoy family time by the firepit. There is also a rowboat available for use. Off rt 95 / 45 mins from Bangor

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
4.86 out of 5 average rating, 219 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
4.98 out of 5 average rating, 112 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.

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, 150 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

Guest favourite
A spacious living area features high ceilings with wooden beams and large windows allowing natural light to fill the room. A comfortable brown sofa and blue accent chair complement a wooden coffee table, while a stone fireplace adds warmth. A patterned area rug anchors the space.
Home in Bowerbank
4.97 out of 5 average rating, 121 reviews

Lakefront|Sebec Lake|Private dock|WiFi|Dogs ok|

Welcome to our relaxing lakefront property situated on Sebec lake in Maine. The 3 bedroom (3 queen beds plus 1 sleeper sofa to sleep 8 guests), 2 ½ bath home. Also, the "Loft" with A/C above the garage (4th bedroom) is available for a separate fee. It has a queen bed plus twin day bed and a trundle sleeping up to 4 guests, no bathroom. Please ask for additional pricing. Main house(8 guest)+loft(4 guests)=sleeps 12 guests. More info on our page, just search for PineTreeStays and save!!!

Guest favourite
Apartment in Bangor
4.85 out of 5 average rating, 109 reviews

DTWN Bangor | King Bed | Canal View

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to amphitheater *10 minute walk* 43 mi. to Acadia Nat'l Park 3 mi. to Airport 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ King-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Desk ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

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
Aerial view of a serene lake surrounded by lush greenery, with boats gently resting on the water. A sandy shoreline sits dotted with trees, providing a natural barrier. The calm lake reflects the clear blue sky, contributing to the tranquil atmosphere.
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

Popular amenities for Chester waterfront rentals

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