Guesthouse vacation rentals in Rockport

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Quick stats about guesthouse rentals in Rockport

  • Total vacation rentals

    Explore 10 vacation rentals in Rockport

  • Nightly prices starting at

    Rockport vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 1,630 verified reviews to help you choose

  • Wi-Fi availability

    10 of Rockport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rockport rentals

  • 4.9 Average rating

    Rockport stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated guesthouse rentals in Rockport

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A rustic cottage is viewed at sunset, with vibrant hues of orange and pink illuminating the sky. A gravel pathway leads to the entrance, framed by green lawns and decorative flower pots. Trees are visible in the background, enhancing the natural setting.
Guesthouse in Orland
5 out of 5 average rating, 132 reviews

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!!!

Top guest favorite
A charming cottage is situated amidst trees, with a gravel driveway leading to the entrance. A soft sunset is visible in the background, casting gentle hues of pink and purple across the sky, providing a serene backdrop to the peaceful setting.
Guesthouse in Cushing
4.97 out of 5 average rating, 113 reviews

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

Guest favorite
A cozy bedroom displays a spacious bed with a checkered comforter against vibrant green walls. A comfortable chair is situated nearby, and a small desk with a lamp is positioned next to the bed. Natural light streams in through a window dressed with soft curtains.
Guesthouse in Camden
4.93 out of 5 average rating, 123 reviews

Sleep Where The Mountains Meet The Sea

Kick back and relax in this comfortable and spacious one-bedroom guesthouse "Where the Mountains Meet the Sea". With towering trees and luscious ferns, live like a local in a quiet Camden neighborhood. Unbeatable location with lakes, rivers, and mountains all within walking distance, plus historic downtown Camden and harbor are just a 3 minute drive away. Perfect for a weekend getaway, business trip, staycation, or cozy home base while exploring everything Mid-Coast Maine has to offer.

Top guest favorite
Two Adirondack chairs are positioned on a grassy area in front of a small cabin with a green metal roof. Lush greenery surrounds the cabin, providing a serene and natural setting.
Guesthouse in Lincolnville
4.98 out of 5 average rating, 454 reviews

"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 and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Top guest favorite
A spacious bedroom is illuminated by natural light from two skylights and a large window. A queen-sized bed is positioned with bedside tables featuring lamps on each side. A comfortable chair is placed in the corner, accompanied by a round area rug on the floor.
Guesthouse in Lincolnville
4.98 out of 5 average rating, 199 reviews

Peaceful Suite - Hiking, Beach, Nature

Welcome to the “East Wing”! The complete apartment is new: salt box style with beautiful views of nature (hummingbirds, fireflies, starry skies). The East Wing is first to greet the sun in the morning. Enjoy your coffee on the private deck, or sip wine at night by the fire pit. Close to Tanglewood Rd (4H camp) , Camden Hills State Park trails, and Lincolnville Beach(1 -2 miles). The area is quiet- yet just a few miles away from shopping and restaurants in Camden, Belfast, & Rockland.

Guest favorite
A bright and airy living space features cathedral ceilings and large windows overlooking the surrounding woods. A cozy seating area is arranged with two chairs and a small table, complemented by a comfortable sofa. Warm wood floors add to the inviting atmosphere.
Guesthouse in Appleton
4.94 out of 5 average rating, 437 reviews

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.

Top guest favorite
A serene landscape captures a vibrant sunset over a tidal bay, with hues of orange, pink, and purple reflected on the water's surface. Silhouettes of distant trees line the shore, framed by rocky terrain in the foreground.
Guesthouse in Penobscot
4.98 out of 5 average rating, 252 reviews

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.

Guest favorite
A cozy studio apartment features a wood-paneled interior with a spacious seating area, including a vibrant red sofa adorned with patterned cushions. A kitchen with green accents and white appliances is visible, along with a dining table and large windows allowing natural light to brighten the space.
Guesthouse in Lincolnville
4.93 out of 5 average rating, 150 reviews

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.

Top guest favorite
A cozy wooden structure with a unique triangular roof is surrounded by a lush garden. Raised planting beds filled with greenery and blooming flowers are visible in the foreground, complemented by a pathway that leads up to the house's glass doors.
Guesthouse in Damariscotta
4.96 out of 5 average rating, 116 reviews

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.

Top guest favorite
A charming yellow house with a steeply pitched red roof stands amidst green trees. A gravel driveway leads to the garage, which features a white door. Flower beds with blooming plants are visible by the entrance, creating an inviting exterior.
Guesthouse in Camden
4.99 out of 5 average rating, 201 reviews

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.

Top guest favorite
The modern retreat is nestled among trees, featuring a deck with outdoor seating and a picnic table. The structure showcases large windows, allowing natural light to fill the interior, with a welcoming red door standing out against the dark exterior.
Guesthouse in Newcastle
4.98 out of 5 average rating, 127 reviews

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!

Top guest favorite
A well-lit studio space includes a set of large windows allowing natural light to filter in. A small kitchenette featuring a coffee maker and a mini fridge is visible. Comfortable seating is provided by two armchairs paired with a table, and a door leads outside.
Guesthouse in Rockport
4.92 out of 5 average rating, 170 reviews

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.

Popular amenities for Rockport guesthouse rentals

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