
Holiday houses in Rockland
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Quick stats about holiday rentals in Rockland

Total holiday rentals
Explore 160 holiday rentals in Rockland

Nightly prices starting at
Rockland holiday rentals start at $121 NZD per night before taxes and fees

Verified guest reviews
Over 7,210 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
150 of Rockland holiday rentals include Wi-Fi 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!
Top-rated holiday rentals in Rockland
Guests agree: these stays are highly rated for location, cleanliness and more.

Oceanview Escape near Maine Beaches
Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included

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!

Coastal Maine contemporary cottage
Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life.

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

Seaside House/Upstairs
Enjoy everything coastal Maine has to offer with this as your home base. The views are outstanding and the house is well appointed and well maintained. This house encompasses the second and third floors, with great ocean views. The first floor is a separate apartment. The property has a large back yard to relax or play in and a dedicated BBQ. The house sits across the street from Clam Cove and is not directly on the beach. Beach access is private, quick and easy.

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.

Sweet home away (pet friendly)
Single floor living at its finest. Conveniently located to both Camden and Rockland, enjoy this 3 bdrm 1.5 bath home in a great country setting. Just 1/2 mile to route 1 and very close to the ocean. Come enjoy the large back deck over looking the peaceful maine woods. The front door in about 50’ from the road, which can be busy at certain time of the day. There is 1 ring doorbell for everyone’s security outside the front door of the house.

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Coastal Vintage Living
This is a spacious 1000 sq. ft. apartment in my childhood home that has been renovated in Spring 2020 with a modern coastal theme and well appointed with vintage items. We have a well stocked kitchen, cozy dining/living room with a 43" Roku TV, and full laundry. Try a pastry from the professional baker across the road, take a walk down the street to Crockett's Beach, or go for a stroll in downtown Rockland. Remote check-in available.

The Loft. A Midcoast Maine Home Base.
A perfect place to use as your base for exploring Midcoast Maine. We are 8 miles from Camden or Rockland. 34 miles from Boothbay Harbor and 90 miles from Bar Harbor. This is your home away from home. A fully stocked kitchen, ready for meals after a long day of exploring. We have 1.5 baths, a washer and dryer and three Smart Tv’s. This 1700 sq foot warehouse loft has central air conditioning, two bedrooms and a large living space.

Salty Dog Hilltop Guest Suite (permit #STR26-57)
This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.
Popular amenities for Rockland holiday rentals
Stay near Rockland's top sights
Other great holiday rentals in Rockland

Little Crow Cabin w/Hot Tub

Stunning Mountain & Ocean Post&Beam

Trinity Cottage, Cozy 2 bedroom, walk to water.

Extreme Sunrise - Oceanfront Cottage

Salty Trails Maine Cottage

The perfect getaway - Camden/Rockport/Rockland

Coastal Retreat - 2 Bedroom Loft in Rockport

Cozy Midcoast Efficiency Apt
When is the best time to visit Rockland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 NZD | $298 NZD | $314 NZD | $286 NZD | $304 NZD | $352 NZD | $406 NZD | $370 NZD | $406 NZD | $330 NZD | $286 NZD | $302 NZD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Frequently Asked Questions
What are the best places to stay in Rockland?
Downtown Rockland has stays close to restaurants, galleries, and the harbor, while quieter options can be found near residential neighborhoods or along the water. Many guests choose apartments or homes with views of Penobscot Bay.
What are the best things to do in Rockland with kids?
Families often explore the Maine Lighthouse Museum, walk the historic Rockland Breakwater, and enjoy local parks or waterfront areas. Art workshops and hands-on maritime exhibits are additional options for young visitors.
What are some of the best things to do in Rockland?
Rockland has a creative downtown, frequently suggested museums like the Farnsworth Art Museum, and scenic walks on the Rockland Breakwater. Local festivals and galleries showcase the region's arts, culture, and maritime traditions.
How is the weather in Rockland?
Rockland experiences cold, snowy winters—typically 12–37°F (-11–3°C)—with frequent rain or snow. Summers are warm but not hot, often in the 58–79°F (15–26°C) range, and fall brings crisp air and colorful foliage.
When is the best time to visit Rockland?
Late spring through early fall is often recommended for milder temperatures and outdoor activities. Many annual events and farmers markets take place in summer, while autumn brings colorful foliage around town.
What are the best places to visit in Rockland?
Explore the Farnsworth Art Museum for works rooted in Maine, visit the Maine Lighthouse Museum, and stroll the historic Rockland Breakwater. Many enjoy the creative energy of downtown galleries and markets.
What are some hiking trails in Rockland?
You can explore the Rockland Breakwater Trail for waterfront views or walk forested paths at Beech Hill Preserve nearby. Coastal trails around Owls Head also draw hikers who appreciate scenic overlooks.
What are some family activities we can do in Rockland?
Families often explore hands-on exhibits at museums, walk Rockland Harbor Trail, or join boat tours for a view of the coastline. Local parks feature playgrounds, and seasonal festivals include interactive activities for children.
What are some of the best day trip ideas from Rockland?
Many travelers set out to nearby state parks for hiking and picnics, visit Owls Head Lighthouse, or explore small island communities around Penobscot Bay. Camden Hills draws those seeking scenic overlooks and additional outdoor activities.
Are there any pet friendly accommodations available in Rockland?
Rockland has a variety of pet-friendly accommodations, ranging from cozy downtown apartments to seaside rentals. Some hosts provide outdoor space or amenities for pets, so checking listing details can help you find the right fit.
What are some local tips for visiting Rockland?
Many enjoy exploring Rockland's walkable downtown, where independent galleries and seafood spots are common. Checking local schedules for art walks or harbor events can help enhance your stay. Packing layers for shifting weather is often recommended.
What is Rockland known for?
Rockland is known for its working waterfront, thriving arts scene, and connection to Maine's maritime heritage. The city has locally rooted galleries, lively festivals, and a long history with lobster fishing.
What are the best hidden gems to explore in Rockland?
The Sail, Power, and Steam Museum highlights local maritime history with interactive displays. Many find quiet moments at Snow Marine Park or discover unique handmade art in lesser-known downtown galleries.
What are the best foods to try in Rockland?
Local lobster dishes are frequently suggested, especially rolls made with fresh catch. You can also explore Maine blueberry desserts, chowders, and baked goods featuring local ingredients.
What should I bring for a trip to Rockland?
Rockland's coastal climate brings cool mornings, breezy afternoons, and occasional rain, so consider waterproof layers and comfortable shoes. A light jacket is useful in summer, and warmer gear is needed for winter visits. Bringing a reusable water bottle and camera is also frequently suggested.
What is the nightlife in Rockland like?
Rockland's nightlife centers around casual bars, live music venues, and waterfront pubs. You may encounter local musicians performing and menus focused on Maine flavors, with several spots hosting open mic nights or art events.
What are the most popular events or festivals in Rockland?
The Maine Lobster Festival is frequently suggested in early August, drawing seafood lovers from the region. The North Atlantic Blues Festival and various art walks offer music, food, and cultural experiences throughout the year.
Are there family friendly vacation rentals in Rockland?
There are many family-friendly vacation rentals in Rockland, including spacious homes, apartments, and seaside cottages. Properties often include kitchens, multiple bedrooms, and outdoor areas suitable for children.
Destinations to explore
- Apartment rentals Rockland
- Rentals with a fireplace Rockland
- Rentals with a hot tub Rockland
- Pet-friendly rentals Rockland
- Family-friendly rentals Rockland
- Rentals with beach access Rockland
- Rentals with a fire pit Rockland
- Rentals with pools Rockland
- Rentals with a washing machine and dryer Rockland
- Cottage rentals Rockland
- House rentals Rockland
- Rentals with breakfast Rockland
- Rentals with outdoor seating Rockland
- Rentals with a patio Rockland
- Cabin rentals Rockland
- Fitness-friendly rentals Rockland
- Waterfront rentals Rockland
- Acadia National Park
- Acadia National Park Pond
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Popham Beach State Park
- The Camden Snow Bowl
- Maine Maritime Museum
- Sand Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Reid State Park
- Bass Harbor Head Light Station
- Belgrade Lakes Golf Club
- Echo Lake Beach





