
Guesthouse vacation rentals in Rockport
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Quick stats about guesthouse rentals in Rockport

Total vacation rentals
Explore 20 vacation rentals in Rockport

Nightly prices starting at
Rockport vacation rentals start at G$29,285 GYD per night before taxes and fees

Verified guest reviews
Over 1,670 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Rockport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Rockport rentals

5 Average rating
Rockport stays are highly rated by guests—averaging 5 out of 5!
Top-rated guesthouse rentals in Rockport
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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!!!
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Fox and Bird Retreat on Davis Stream
Our off-the-grid, solar-powered cottage is nestled within our 18 acres in the town of Washington, Maine. The cottage borders a beautiful stream, is surrounded by tall pines and is several hundred feet away from our home, providing a very private and serene experience. Guests can wander or snowshoe on our property, relax in the screen house next to the cottage or hang by the accessible fire pit. We are close to many local lakes and hiking trails and only 30 minutes from Camden & Rockland.
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Private oceanfront cottage- Steps to Penobscot Bay
Coastal, light and airy- this recently renovated cottage/ guest house is perfect for those seeking to explore all that Midcoast Maine has to offer. Each room offers panoramic views of spectacular Penobscot Bay. Watch for sailboats, eagles, seals and other wildlife from the deck, the Adirondack chairs, or from inside the home. Property is uniquely situated at the head of Penobscot Bay and offers stunning views of sunrise and sunset. Great amenities & comfort for guests. Perfect for couples.
LocationFamilyQuiet

Look! River Run Cottage on tidal salt waterfront
Maine the way life should be is not just an expression at River Run its a way of life. Located in Andrew Wyeth country (town of Cushing, Maine) River Run is a recently renovated 600 square ft cottage 75 ft off the St George river. It sits on 260 feet of privately owned tidal salt water river frontage just miles upriver from the Atlantic Ocean. Great for a romantic get away or to reconnect and recharge. Spend your time on the shore or sight seeing in the near by towns of Rockland and Camden
LocationFamilyRiver

"The Lair" Guesthouse
"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee from 8 am to 4 pm everyday! We are closed for Winter, will re-open Mid-April. Thank you.
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BRAEBURN at The Appleton Retreat
The Appleton Retreat is a short scenic drive to Belfast, Camden, Rockport and Rockland. Braeburn at The Appleton Retreat is down a 1/2 mile driveway, on 120 acres of private land, bordered by a 1,300 acre Nature Conservancy reserve. A 1/2 hour walk on a wooded trail leads to a large secluded pond. Braeburn feels like a treehouse, with expansive windows, overlooking woods and wildlife. Enjoy grilling on the screened in porch and indulge in your private therapeutic year round hot tub.
LocationValueBeach

Ocean View Beach Loft Carriage House Lincolnville
This charming spot overlooking the bay is laid back and welcoming. Fully furnished, including linens, basic beach supplies —towels, chairs and umbrella. There is wi-fi and a Roku TV included (you will need your own streaming accounts), an air conditioner, and balcony with a view of Penobscot Bay. We strive to be an allergen free space so do not allow animals. We use all essential oil natural products (bleach disinfectant where needed) and natural laundry soap for our linens.
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Tiny house with AC!!
A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.
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Private tree-top loft 5 minutes from Damariscotta.
Relax in this cozy loft with a light-filled deck overlooking the woods, but just five minutes to downtown Damariscotta. This brand new loft above our barn is cozy with all you need for a perfect vacation. You can relax with your morning coffee above the trees. It has an indoor toilet, sink and breakfast bar and outdoor shower. We’re a semi-retired couple and love to share our 62 acres property with stream and meadow. There are quite a few stairs to the loft.
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In-town Private Suite.
Beautiful upstairs suite with private entrance. Queen bed offers views of Mt Battie. Living room with TV (dvd and cd player). Kitchenette includes sink, microwave, small fridge, and coffee pot. Coffee and light snacks available. Private bath with shower. Quiet and convenient location, close to town. Within walking distance to shops, restaurants, parks, and harbor. Short drive will bring you to Camden Hills State park for hiking and site seeing.
FamilyValueNearby

Peaceful Guesthouse in Rockport
This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.
LocationFamilyLaundry

Modern 1-BR I Wooded Retreat I Mid-Coast Maine
Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!
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Popular amenities for Rockport guesthouse rentals
Family-friendly guest house rentals

Raven's Crossing - Retreat Cottage
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Large adorable 1 bedroom loft with ocean frontage
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Waterfront Guest House on the Maine Coast
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Modern Home on Working Farm
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Sea Pearl
ValueLocationWifi

Modern Brunswick Tiny Home near Bowdoin & Downtown
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Mast Landing Cottage
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Harpswell Studio on Waterview Property! Lobster!
LocationFamilyHiking
Guest house rentals with a patio

Studio on Orland River
ValueLocationGetting around

Winterport Evergreen Farm - Guest House
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Cozy Sunny 1BR • Quiet • Decks• Bowdoin • Midcoast
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Stylish Open-Plan Loft · Fireplace · 2 Bedrooms
LocationFamilyHospitality

Restored Victorian
LocationFamilyBeach

Oceanside Post & Beam Retreat | King Bed + Beach
LocationValueCheck-in

Moody Mountain Cottage
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Private Forest Retreat • Spa Bath • Near the Coast
LocationValueHot tub
Guest house rentals with a washer and dryer

Cozy cottage in Orland Village-Penobscot Bay area
ValueFamilyWifi

Tiny Home on Newbury Neck
ValueLocationCleanliness

Harraseeket Estuary Loft Apartment
LocationConditionDecor

Country Townhouse Coastal Maine
LocationFamilyCheckout

Footsteps from the trails and minutes to town!
ValueLocationWifi

Carriage House on the Harbor
LocationFamilyHospitality

Bright & sunny studio near Camden, Belfast
ValueFamilyWifi

Slack Tide
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