
Holiday houses in Rockland
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Top-rated holiday rentals in Rockland
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[Trending Now]Sail Loft
Just 1 hour from Acadia National Park, "Mayor's Mansion", home to Ralph Johnson, the first Mayor of Belfast and William V Pratt, Chief of Naval Operations during the Depression. Built in 1812 just as the war of 1812 was beginning, this historic Greek Revival is located in the center of Belfast Maine sited along the waters of Penboscot Bay. 2 min walk to the downtown square. 2 bedrooms and 2.5 baths with full kitchen, washer/dryer, and desk for work. No parties that could cause damage or a mess

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!

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.

The Cottage at the McCobb House
Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

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.

Searsmont Studio
Fight inflation with a reasonably priced Maine vacation. Low prices, excellent value. Check our ratings. Peak Foliage Oct. 14-20 Entire studio efficiency apartment w/ private entrance above our garage. Fully furnished, including washer and dryer. Country setting on quiet road. Starlink High Speed WiFi/Satellite TV, full kitchen. gardens, lawns and picnic table. Close to Camden, Rockport and Belfast, but in the country.

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.

Sweet Willow Suite, Rockland, private 1st floor
Clean, cozy, and quiet, 1-bdrm apartment. Sweet Willow is downtown Rockland, 2 blocks from Main St. and the waterfront. 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 Reach Retreat
Coastal, light and airy, this studio is perfect for those seeking to explore all that Deer Isle has to offer! Located on the Eggemoggin Reach, you will have access to hiking trails, kayaking, sailing, shopping, and lobsters from the lobster capital of the world, Stonington! We are so lucky to live on this beautiful island and are looking forward to sharing a piece of our paradise with you!
Popular amenities for Rockland holiday rentals
Stay near Rockland's top sights
Other great holiday rentals in Rockland

Rockport Oceanside Deck House

Cozy Lakefront Cabin * CampChamp

Cottages at Oakland Seashore (Cottage #8)

Trinity Cottage, Cozy 2 bedroom, walk to water.

Waterviews + Sunsets + Gardens Aglow

Spectacular view, Rockland Harbor

Ashgrove Garden on the Ocean

Cozy Midcoast Efficiency Apt
When is the best time to visit Rockland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $218 AUD | $218 AUD | $246 AUD | $248 AUD | $263 AUD | $305 AUD | $351 AUD | $320 AUD | $351 AUD | $318 AUD | $243 AUD | $240 AUD |
| 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
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.
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 cottage rentals in Rockland?
Experience the best of Rockland with our cottage rentals, starting at about $120 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.
Are there Rockland cabin rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 cabin rentals with pools in Rockland, available on Airbnb. Make a splash and soak up the sun in style!
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 holiday rentals in Rockland

Total holiday rentals
Explore 160 holiday rentals in Rockland

Nightly prices starting at
Rockland holiday rentals start at $60 AUD per night before taxes and fees

Verified guest reviews
Over 7,270 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
40 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
160 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!
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- Acadia National Park
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Acadia National Park Pond
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Sandy Point Beach
- The Camden Snow Bowl
- Hunnewell Beach
- Lighthouse Beach
- Sand Beach
- Maine Maritime Museum
- Bear Island Beach
- Brunswick Golf Club
- Kebo Valley Golf Club
- Spragues Beach
- Wadsworth Cove Beach
- Islesboro Town Beach
- Farnsworth Art Museum
- Rockland Breakwater Light




