Vacation rentals in Rockland

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Top-rated vacation rentals in Rockland

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

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Top guest favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 404 reviews

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.

Guest favourite
A welcoming living area features light-colored walls adorned with framed artworks. A potted plant adds a touch of greenery while a floor lamp stands in one corner. The staircase leading to the upper level is visible, providing access to the bedroom and bathroom.
Apartment in Thomaston
4.9 out of 5 average rating, 189 reviews

A cute little gem in down east Maine

It’s a cozy, private and calm space. Kind of “quirky artsy zen”. Please note that there are steep stairs inside the apartment. Also stairs leading up to deck/door. We are on route one/Main st. This is a busy road. Guests say that the space is quiet. The location is convenient. 15 -20 minute radius to all the down east attractions. There are parks to walk dogs nearby. Laurels bakery is 2 minute walk down theThe downtown has restaurants, general store, coffee and art- to name a few things!

Top guest favourite
An open living area features a dining table with two wooden chairs, a sofa, and a light-colored coffee table. The kitchen showcases full-size appliances and a window illuminating the space. A warm orange wall adds a touch of character, while bamboo flooring runs throughout.
Guesthouse in Rockland
4.9 out of 5 average rating, 400 reviews

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.

Top guest favourite
An open living area features a dining table surrounded by black metal chairs, with a cozy sofa nearby. Large windows allow natural light to fill the space, showcasing green walls and a neutral rug. Decorative elements add character without overwhelming the tranquil ambiance.
Apartment in Rockport
4.97 out of 5 average rating, 309 reviews

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.

Top guest favourite
The exterior of the tiny house displays a simple structure with light-colored siding and multiple windows. Decorative butterflies adorn the side wall. A gravel pathway leads up to wooden steps, providing access to the entrance. Green grass surrounds the house, contributing to the serene setting.
Tiny homes in Rockland
4.96 out of 5 average rating, 166 reviews

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!

Guest favourite
The exterior of the cottage features a light gray shingle facade, complemented by white trim around the windows and front door. A set of three windows with flower boxes is situated on each side of the door. A welcoming porch leads to the entrance.
Home in Rockland
4.94 out of 5 average rating, 407 reviews

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!

Superhost
The spacious living area showcases comfortable seating, including two blue chairs with accent pillows, a wooden coffee table, and a plush brown beanbag. Natural light fills the space through a skylight, illuminating the adjoining kitchen with stainless appliances and dining table.
Loft in Rockland
4.83 out of 5 average rating, 119 reviews

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

Top guest favourite
A bright entryway features a light-colored door flanked by windows. A simple staircase leads to the second floor, while a small hall opens to the kitchen area. Natural materials are incorporated through woven basket and striped textiles hanging on hooks.
Apartment in Rockland
5 out of 5 average rating, 102 reviews

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.

Superhost
A cozy interior features a bed with a striped blanket and wooden floorboards. A small dining table with two chairs is positioned near glass doors that open to a view of the hills. Natural light fills the space, complemented by sheer curtains.
Cabin in Union
4.81 out of 5 average rating, 126 reviews

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!

Top guest favourite
A charming yellow house features white trim and a welcoming front door. Flower boxes are filled with vibrant blooms beneath the windows, surrounded by a neatly tended garden. A stone wall provides a defined border, enhancing the inviting exterior.
Guest suite in Rockland
4.98 out of 5 average rating, 465 reviews

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

Guest favourite
A view from a shaded patio showcases a round table surrounded by wicker chairs. The lush green lawn extends to the water's edge, where trees provide a natural frame for the serene expanse of the bay, dotted with clouds reflecting in the distance.
Home in Belfast
4.92 out of 5 average rating, 184 reviews

Belfast Ocean Breeze

Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Top guest favourite
The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.
Cottage in Edgecomb
4.98 out of 5 average rating, 327 reviews

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.

Popular amenities for Rockland vacation rentals

When is the best time to visit Rockland?

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Avg. price$204 CAD$204 CAD$230 CAD$232 CAD$246 CAD$285 CAD$329 CAD$299 CAD$329 CAD$298 CAD$228 CAD$225 CAD
Avg. temp-6 °C-5 °C0 °C6 °C12 °C17 °C21 °C20 °C16 °C9 °C3 °C-2 °C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Rockland?

    Four-legged friends are welcome in Rockland. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Rockland?

    Yes! Work meets play with ease at over 60 vacation rentals in Rockland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Rockland vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Rockland, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Rockland have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Rockland. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Rockland?

    Rockland has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Rockland have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Rockland. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Rockland have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Rockland. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Rockland?

    Experience the best of Rockland with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Rockland have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Rockland. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Rockland?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a gym, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Rockland

  • Total vacation rentals

    Explore 160 vacation rentals in Rockland

  • Nightly prices starting at

    Rockland vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 7,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    160 of Rockland vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Rockland rentals

  • 4.9 Average rating

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

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