Vacation rentals in Cherryfield

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Top-rated vacation rentals in Cherryfield

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Top guest favorite

The image features the bow of a kayak resting on calm water, with expansive views of the lake extending to tree-lined shores in the distance. A clear blue sky with wispy clouds is visible, creating a serene atmosphere suitable for outdoor exploration.

Apartment in Harrington

Beautiful Waterfront Home Close to Trails & Acadia

This private, waterfront retreat is secluded and peaceful with plenty of space to spread out—right on the water! At high tide, paddle out to Lords Island or take a trip down the peninsula. The local supermarket and gas station are just minutes away, yet the setting is completely rural. Head out to hike some of Maine's best trails or drive to Acadia National Park, The Bold Coast, Jasper Beach, Schoodic Point, or any of the amazing local rivers and lakes. Perfect for couples, families, or friends.

5.0 out of 5 average rating, 34 reviews

Top guest favorite

A comfortable outdoor seating area features light-colored cushions on a sectional sofa, complemented by a round coffee table. A dining table is visible in the background, with lush greenery and serene ocean views enhancing the scenic atmosphere.

Home in Addison

Oceanfront Home on 5 Acres w/ Private Beach & Cove

Beautiful coastal home feet from ocean with 1500 ft of water frontage with 180 views & private beach for picnics, canoeing & water sports. Located on 5.2 acres with large wrap-around porch, there's plenty of privacy for family get-aways and outdoor dining. Remodeled kitchen with all new appliances and entire home freshly painted and upgraded. Drink coffee on the large wrap-around porch while watching lobster boats. Visit National Acadia Park, Bar Harbor, Winter Harbor & many towns in between.

4.93 out of 5 average rating, 137 reviews

Guest favorite

An A-frame cabin nestled among trees features a sloped roof and open sides. A picnic table with green benches is situated in the foreground. The surrounding forest is full of tall trees, providing a serene and secluded atmosphere.

Cabin in Milbridge

Miners Den Balsam Hill Cabins

Wilderness Glamping Cabins 200’ hill 22 acres off grid wooded area beautiful views of Mountains, Stream, Britton Prospect with traces of gold, silver and copper, trails around the Balsam Hill. ATV and Snowmobile Trails come right to Balsam Hill Cabins. The Cabins are right on the old Stagecoach Road that is 220 years old. We just fixed Old County Road to the Cabins. We are located 2 miles from Route 1 Milbridge and about 2 miles from Route 1A Milbridge Find us on YouTube Wild animals & cabins.

4.91 out of 5 average rating, 80 reviews

Guest favorite

Aerial view of a waterfront cabin surrounded by lush greenery, showcasing a mix of trees and rocky shoreline. The calm waters of the bay reflect the soft colors of the sky, creating a tranquil scene. The cabin is positioned uniquely near the water's edge.

Home in Steuben

Luxury Oceanfront Cabin w/ Sauna by Acadia

Wake up to the sound of lobster boats, watch seals play in the bay, and experience the magic of Maine from this brand-new waterfront cabin. Perfectly located just 15 minutes from Winter Harbor and the ferry to Bar Harbor, you’ll enjoy the quieter side of Acadia National Park while staying close to everything Down East Maine has to offer. Spend your days exploring. Then return home to relax by the fire while soaking in panoramic ocean views. Images taken by @dirtandglass and @heypamcakes

5.0 out of 5 average rating, 39 reviews

Superhost

A welcoming porch area features two modern chairs and a small table, set on a wooden deck. A door with a window leads into the cottage, while a gas grill is positioned nearby, adding convenience for outdoor cooking.

Cottage in Milbridge

Nestled in nature , tiny cottage!

Maine the way life should be! Everything you need nothing that you don’t ! . And 1.5 miles from the very picturesque harbor of Milbridge Maine. Close to all amenities but nestled into the beautiful Maine woods. Watch for bear, deer, turkey and porcupine all observed from the windows. There will be ALL KINDS OF NATURE. A true nature lovers delight. This is a splendid little midcoast cottage! Do us both a favor and don’t book if you’re not ok with staying close to the woods and nature.

4.55 out of 5 average rating, 78 reviews

Top guest favorite

A rustic wooden structure sits against a backdrop of trees displaying autumn foliage. The scene is illuminated by sunlight filtering through the leaves, casting gentle shadows on the gravel path leading to the shore. The water of Flat Bay is visible in the distance.

Cottage in Milbridge

2026 Fall Colors Waterfront on Flat Bay WiFi

Fall 2026 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

4.96 out of 5 average rating, 247 reviews

Top guest favorite

The living area features wooden walls and a comfortable sofa with decorative cushions. A small coffee table is positioned in front of the sofa. A dining table with two chairs is placed near a window, providing natural light. A television is mounted on the wall.

Apartment in Steuben

Tunk Stream Lodging

Cozy apartment with private entrance. Enter the mud room into the living room with TV and kitchenette. The bedroom has a king size bed with dresser, closet, TV and vanity. The bathroom has a shower, sink and toilet. Very comfortable, cozy space. It is part of our home but very private. We're located on Tunk Stream, 1 mile from the Down East Sunrise Trail. Take a dip in our stream, hike around our area (blueberry barrens) or bring your 4 wheeler and take a run on the trail.

5.0 out of 5 average rating, 34 reviews

Top guest favorite

The kitchen features modern cabinetry in a deep blue hue, paired with light wood countertops. Open shelving displays dishware and plants, while stainless steel appliances line one side. Natural light enters through a window above the sink, complemented by decorative light fixtures.

Home in Franklin

Sunrise Over Schoodic Mountain

Located within 40 minutes of the Acadia Bar Harbor entrance this small private home offers quiet peaceful mountain views and tons of wildlife. Brand new custom built home comfortably sleeps 4. A wall of glass faces 3 mountains. Home is located 200’ from the Donnell Pond Rd and offers access to the Downeaster Rails to Trails for Atv’s. Donnell Pond offers great kayaking,boating ,swimming and fishing. Great sand beaches surrounded by the mountains you see from the house.

4.96 out of 5 average rating, 129 reviews

Top guest favorite

Guesthouse in Cherryfield

Blueberry Cottage

The Blueberry cottage has all that you need for a comfortable and cozy stay! Located off the beaten path in a quiet and woodsy setting near our organic wild blueberry field. It is centrally located to the waterways and trails in the Downeast region, a half hour drive to the Schoodic Peninsula and about an hour's drive to Acadia National Park and Mount Desert Island. If you're looking for a weekend getaway or vacationing for a week, this is a great choice!

4.95 out of 5 average rating, 39 reviews

Top guest favorite

Home in Franklin

Hot Tub, MDI, Lake front, Fire pit, Game Room!

- 30 minutes to Acadia (Mount Desert Island) - On a private lake with sandy-bottom shoreline (and your own dock) - 2,900sf home designed for families, groups, and guests who want - Entertainer’s kitchen - Open layout with large sitting areas including eating space and living space - Hot tub over looking the water - Theater/game room with pool table, recliners, and area to lounge - Large outdoor space with fire pit and table to entertain

5.0 out of 5 average rating, 29 reviews

Top guest favorite

A charming farmhouse is surrounded by lush greenery, with a white picket fence framing the entrance. A sign reading 'Butterfish Farm' is prominently displayed, inviting visitors to explore the property. Large windows and a front porch enhance the welcoming appearance of the home.

Farm stay in Cherryfield

Farm Stay on a River Close 2 Acadia, Coast, Canada

Keep it simple at this peaceful, Organic Farm. Wake up to deer feeding and birds singing outside your window in a quaint, small town. Take a stroll to the river, walk to the café and visit iconic Maine beaches. Hike & swim nearby, get a tour of our farm and pick your own veggies to snack on. Kids are welcome to play on the ninja swing set with our daughter :) Organic coffee, tea & drinking water included. *Note there is NO kitchen*

4.96 out of 5 average rating, 82 reviews

Guest favorite

A charming cottage is surrounded by trees with autumn foliage. A stone pathway leads to the front porch, which features white railings. Adjacent to the main building, a smaller structure is visible, both set against a backdrop of a grassy area covered with fallen leaves.

Home in Cherryfield

Fernwood Cottage

Relax with the whole family at this peaceful place to stay. Located in downtown historic Cherryfield along the Narraguagus River, Fernwood Cottage is walking distance from the general store and local coffee shop. Ten minutes from Schoodic and Tunk lakes and an hour drive from Acadia National Park, Fernwood Cottage is the perfect place to come home to after exploring all that downeast Maine has to offer.

4.95 out of 5 average rating, 44 reviews