
Guesthouse vacation rentals in Rockport
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Top-rated guesthouse rentals in Rockport
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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 800 Mbs fiber 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. We’re very pet friendly!

Waterfront Guest House on the Maine Coast
Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Raven's Crossing - Retreat Cottage
Welcome to Ravens' Crossing , an 1850's farm located in Midcoast Maine in Appleton. With two guest cottages to choose from, you will find yourself in a peaceful, quiet space. Hot tub is working! Breakfast is $40, delivered to your cabin. Shared bath at studio, short walk from cabin; out-house at cabin Whether you choose to receive massage, relax in the sauna, stay in a cottage, you can decide how your retreat desires may be met. Retreat cabin is off-grid. There is a studio apartment for guests

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

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.

"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.

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.

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.

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.

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.

Modern Brunswick Tiny Home near Bowdoin & Downtown
A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

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!
Popular amenities for Rockport guesthouse rentals
Family-friendly guest house rentals

Cottage with Iconic Harbor and Mountain Views

Converted Wood Shop - Peaceful Mountain Retreat

Bungalhigh with Swimming Cove

On the water Boathouse!

The "Fish House": Salt Water Cove Carriage House

Private oceanfront cottage- Steps to Penobscot Bay

Seal View Cottage

Milk House
Guest house rentals with a patio

Springer Park! adorable guesthouse very stylish!.

Studio on Orland River

Coastal Retreat • Spa Bath • Forest Privacy

Maine Attraction

Islesboro Island Oceanfront Cottage

Large adorable 1 bedroom loft with ocean frontage

Private Guesthouse in the Woods

Cozy Sunny 1BR • Quiet • Near Bowdoin• Route 1/295
Guest house rentals with a washer and dryer

Footsteps from the trails and minutes to town!

Harraseeket Estuary Loft Apartment

Spruce Nest

Cozy Maine Barn Hideaway- 2nd Floor Guesthouse

The Sparrow’s Nest Charming Country Cottage

Country Townhouse Coastal Maine

Cottage Near the Sea, private with deck

Smith Cottage Higgins Beach
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 G$12,533 GYD per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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!
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