
Guesthouse vacation rentals in Penobscot River
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Penobscot River
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

Cottage That Overlooks The Field
Discover The Cottage that Overlooks the Field—a unique Maine retreat blending New England charm, modern comfort, and inspiring natural beauty. Celebrate milestones, reconnect with friends, or find peaceful solitude while experiencing the true essence of Maine—its landscapes, fresh local flavors, and rich cultural traditions. This soulful space invites you to slow down, awaken your creativity, romanticize everyday moments, and leave deeply refreshed, inspired, and connected to life’s simple joys.

The Greenhouse Cottage
We feel that the best way to describe our getaway to be “Rustic Elegance”. When you walk through the door you will instantly feel the warmth of a uniquely styled Adirondack cottage. Located nearby to the Acadia Highway (aka Route 1), we are close by to historic Fort Knox, Castine, and Acadia. Enjoy our attached “Greenhouse” which has been made over into a delightful screenhouse/patio, the country setting, blueberry fields, and the beautiful sunrises and sunsets! Fire pit, horseshoes, more!!!

Bar Harbor Hideaway
Please READ this; From June through October we will only be renting by the week, 7 days from Saturday to Saturday. THIS POLICY IS FIRM. From November through April there will be a three night minimum. You can walk/drive into Acadia National Park with access to hiking trails and the park loop road. Convenient walk to downtown, where you can access the free Island-wide bus system. Leave your car parked. NO PETS(due to allergies) & NO CHILDREN UNDER AGE 12, due to the layout and open staircases.

Winterport Evergreen Farm - Guest House
Relax & enjoy a private, peaceful stay at this beautiful Christmas tree farm in Winterport. We offer the perfect spot for nature lovers and couples! Conveniently located 20 minutes from both Bangor and Belfast and 75+/- mins from Acadia National Park. After a day of adventuring on or off the property, unwind around the fire pit or on your deck. This property has woodland trails that cover 200+ acres that includes a pristine farm pond. Couples who love cooking will relish the appointed kitchen

Carriage House at Bald Hill Cove
Maine, the way life should be! A perfect relaxing getaway and rejuvenating escape from the hustle and bustle. Welcome to our tranquil retreat nestled against the backdrop of Bald Hill Cove. Carriage House offers serene river views, a wooded fire-pond, and occasional wildlife in the nearby apple orchard. Days begin with the symphony of birdsong and end with star filled night skies. Private entry, parking, and waterfront facing deck included. Come experience the magic of rural living!

The Spot - Water Views
Nestled in a small quiet town right on the banks of Taunton Bay, enjoy peaceful relaxing location and watch the tide roll in and out. Wake up to waterviews from your bed. You have the entire "Spot" to yourself and whatever wildlife happens to show up that day! ***Shoulder Season is upon us and this is a great opportunity to experience Downeast Maine and all of Acadia with less crowds and no vehicle reservations for Cadillac Mt required after October 26th and all of November and December.***

Tiny Home on Newbury Neck
This efficient tiny house is located on Newbury Neck in between Morgan bay and Union river bay. Queen bed, kitchen, bathroom, washer & dryer. Has everything you need and nothing more. Perfect for a solo stay or for a couple. Close to Acadia National Park, Blue Hill, and quiet beaches. Jack is a licensed boat Captain through the U.S. Coast Guard and offers a discounted sail charter to our guests aboard our 36 ft. Catalina, Luna. Or, hop the lobster boat, Otter, to explore the local islands.

Cozy cottage in Orland Village-Penobscot Bay area
Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

Sea Pearl
This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Lake Escape
Lake Escape is located on Brewer Lake in Orrington. From this location, you have a view of the lake and access to the water directly across the street down a hill. The ambiance of loon calls, fresh air, and the sounds of water all make for glorious sleep and relaxing memories. The water is warm and clear for summer swimming! This recently renovated private apartment is 20 min. to Bangor, 50 min. to Acadia National Park, 25 min. to Bucksport (Fort Knox), and 50 min. to Castine.

Sun-filled Hidden Carriage House
Cozy one bedroom carriage house in Bar Harbor, Maine. Located about 10 min by car from downtown, accessible to Island Explorer route. This recently updated upstairs apartment is perfect for your Acadia National Park getaway with off-street parking and a full kitchen for cooking. Kitchen includes full-size refrigerator, microwave, stove and oven. Full bath with on-demand hot water (never have a cold shower!). The bedroom has a dresser, queen bed and closet all for your use.

Large adorable 1 bedroom loft with ocean frontage
What you will love - Modern living space - Ocean Access - Frontage on Union River - Close to everything - but seems like you are in the woods. - Abundant wildlife - Store within walking distance - Outdoor deck on river - Views of Ellsworth Harbor - Full kitchen and laundry - Full bath and Half bath for guests - Air conditioning - Upscale Contemporary Decor - Situated on a 10 acre lot, with large lawn, pond, and within a 2 minute drive to downtown Ellsworth Maine.
Popular amenities for Penobscot River guesthouses
Family-friendly guesthouses

Best Backyard Bed near Belfast

Cozy backyard cabin

Cabin 3. Sleeps 5 yet very spacious

Blueberry Cottage
Guesthouses with a patio

Camper/RV in Brooks, Maine

Adorable cottage 5 minute walk from downtown

The Cottage at Birch Hill

Modern, tranquil forest getaway with spa bath

Hummingbird

Maine Attraction

Islesboro Island Oceanfront Cottage

Helen's Salt Air Haven
Guesthouse rentals with a washer and dryer

Bright & sunny studio near Camden, Belfast

Best location, cozy townhouse!

Toddy’s West Shore Cottage

Wildflower Cottage

Guest Cottage, w/ Roofdeck + Sea Views

Oceanside Healing Cottage hosted by Mike & Mylisa

Desirable guest house in Brownville ME. Sleeps 8.

Bijou By The Bay-Waterfront Estate Guest House
Destinations to explore
- Boston Vacation rentals
- Quebec City Vacation rentals
- Island of Montreal Vacation rentals
- Halifax Vacation rentals
- Quebec City Area Vacation rentals
- Mont-Tremblant Vacation rentals
- Salem Vacation rentals
- Laval Vacation rentals
- Québec Vacation rentals
- Portland Vacation rentals
- China Vacation rentals
- Martha's Vineyard Vacation rentals
- Rentals with breakfast Penobscot River
- Beachfront rentals Penobscot River
- Rentals with lake access Penobscot River
- Tiny house rentals Penobscot River
- Rentals with outdoor seating Penobscot River
- Rentals with a kayak Penobscot River
- Bed and breakfasts Penobscot River
- Private suite rentals Penobscot River
- Apartment rentals Penobscot River
- Rentals with an EV charger Penobscot River
- Rentals with a patio Penobscot River
- Cottage rentals Penobscot River
- Rentals with a hot tub Penobscot River
- Rentals with beach access Penobscot River
- Fitness-friendly rentals Penobscot River
- Rentals with pools Penobscot River
- Hotel rentals Penobscot River
- Waterfront rentals Penobscot River
- House rentals Penobscot River
- Rentals with a fireplace Penobscot River
- Family-friendly rentals Penobscot River
- Cabin rentals Penobscot River
- Condo rentals Penobscot River
- Pet-friendly rentals Penobscot River
- Rentals with a washer and dryer Penobscot River
- Rentals with a firepit Penobscot River
- Guesthouse rentals Maine
- Guesthouse rentals United States
- Acadia National Park
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Sandy Point Beach
- Kebo Valley Golf Club
- Wadsworth Cove Beach
- Spragues Beach
- Billys Shore
- Pinnacle Park
- South Twin Lake
- Redman Beach
- Bartlett Maine Estate Winery and Distillery
- Penobscot Valley Country Club
- Mt. Jefferson Ski Area
- Catherine Hill Winery
- Bar Harbor Cellars
- Bakeman Beach
- Acadia National Park Pond
- Echo Lake Beach