Vacation rentals in Rockland

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Sweet Willow Suite, Rockland, private 1st floor

Today, Oct. 20, we are seeing peak foliage here. Should be good for a couple more weeks. Sweet Willow is downtown Rockland, 2 blocks from Main St. and the waterfront. Clean, cozy and quiet, 1-bdrm apartment; 1st floor, 1-story separate building, with private entrance, light-filled open area, queen bed, full bath with walk-in shower. Suite includes many safety features. Host is hands-on and is happy to greet you at check-in, then respect your privacy. Licensed with the City of Rockland #STR25-6.

The perfect getaway - Camden/Rockport/Rockland

Bayview Suite is the perfect getaway! Centrally located in Rockport, allowing easy access to Camden, Rockland & Bar Harbor. Country living, yet close to downtown (2.5 miles) without the busy traffic and noise. Located on 20 acres with farmland and live stock surrounding this peaceful and beautiful property. Fresh local farm stands within walking distance. Mountain bike trail on property to reach the area ski lodge & swimming pond. Great for swimming, boating, fishing, biking, hiking & skiing.

Simplicity-Just what you need! STR24-20

The first legal tiny house in Rockland! All the comforts of home in this sweet tiny house. First floor living, open floor plan. Small but roomy. In walking distance to Main St, South end beach, the Lobster Festival, Blues Festival, Boat Show and more. You will love the simple concept this little gem offers whether just staying the weekend or for weeks. It is quiet and serene as you sit in the living space and have a warm cup of tea or a cold lemonade. We love our tiny house and hope you do too!

Downtown-Walk to All Things Rockland

Cute, convenient, and clean recently renovated 1930’s cottage has two bedrooms, sleeps 4, a private backyard, and is within walking distance to downtown, restaurants, nightlife, co-op & supermarket, museums, shops, art galleries, Harbor Park, ferry and the waterfront. Enjoy off-street parking and an ocean view with the sun glistening off the harbor at the end of the street. This is a perfect home-base for a coastal Maine vacation and festivals. Discounts offered for weekly and monthly stays!

Oceanside Loft in Downtown Rockland

✨ Stay in the heart of Rockland! This newly renovated one-bedroom loft on Main Street offers cozy charm with beautiful water views. The spacious kitchen has everything you need, and the living area features a sofa that easily converts into an extra bed. Just steps from the harbor and ferry, and surrounded by restaurants, shops, and galleries. Whether you’re here for a weekend getaway or a longer stay, this loft is the perfect home base for exploring all that Rockland has to offer. STR24-41

Coastal, relaxing, light-filled + walkable

This charming 1860s Cape Cod home, a block from the beach and picnic area, is in the peaceful South End. It offers a quiet escape from the busy city while being within walking distance of restaurants, museums, art galleries, shops, and the seasonal farmers' market. Inside, the house seamlessly blends traditional architecture with modern decor, featuring a spacious kitchen and updated bathrooms. The bright, welcoming space creates a calm and relaxing environment, ideal for a comfortable stay.

Drift Cottage near the coast

This simplistic cottage sits atop a blueberry hill in Union Maine. Sit and enjoy a fire and view of the hills. It's only a 3 minute walk to groceries, pizza, Cafe, and The Sterlingtown restaurant, with outdoor seating and live music! or get take out and enjoy the outdoor Asian inspired dining area for an unforgettable night! perfect overnight spot on the way to Acadia! 1.5 hours away. 15 minutes to Owls Head, Camden, Rockland. Perfect cental spot for day trips to the prettiest of Maine!

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. *SHARED wall between studio and main house, therefore some shared noise. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOG

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

1830s Cape hosted by George & Paul

This 1830 cape is for rent by the month or weekly or for a two-night minimum stay. It is located at the edge of the historic village of Waldoboro. It offers a convenient base to sightseeing in midcoast Maine. It’s old-fashioned, decorated with plants, antiques and paintings and features a large, fully equipped kitchen, music room with piano, television room with pull-out sofa, full bath with stall shower and outside patio. Your hosts are right across the driveway.