This charming cottage, situated on Headacre Farm, a working farm in Owls Head, is less than a mile from the town of Rockland and its attractions. It has consistently received very good to excellent ratings for cleanliness, location, and overall user experience. This cosy retreat can accommodate up to two guests and features a well-equipped kitchen, a modern outhouse, an outdoor shower, a fire pit, and a deck. You can enjoy the peaceful farm setting, explore the barns and property, and even purchase some of the items for sale.
8.0 1 review
Rockland, ME
08/07 – 23/07
649 €/nighttotal: 9735 € (15 )
Hillhouse, Tastefully Decorated Maine Home
4 2
apartment , Rockport
This four-bedroom home is located in a peaceful rural area of Rockport, Maine, just 800 metres from Beech Hill Preserve and a 6-minute drive to Rockport Marine Park. This spacious property offers a comfortable and relaxing environment for up to 8 guests. The home has a private patio with a fire pit, perfect for enjoying the evenings, and is equipped with modern amenities such as free Wi-Fi, air conditioning, a washing machine and dryer, and a barbecue grill. It is also within easy reach of the Camden Opera House, the Center for Contemporary Art, and the Camden Public Library.
9.8 100 reviews
Rockland, ME
24/07 – 27/07
168 €/nighttotal: 504 € (3 )
Tall Spruce Cottage
1 1
apartment , Cushing
This Cushing cottage, near the Olson House and Christina's World inspiration sites, offers easy access to Rockland and Camden, and is a short drive from Port Clyde for the Monhegan Island ferry. The self-catering property sleeps two adults and a child, boasting a bedroom, bathroom, full kitchen, wood-burning stove, laundry facilities, and a garden with a sauna; nearby, fresh lobster can be purchased directly from fishermen.
Rockland, ME
08/07 – 23/07
360 €/nighttotal: 5400 € (15 )
Beautiful 1br Oceanview From The Mountain | Deck
1 2
apartment , Rockport
This Rockport flat, situated on a secluded hillside bluff, offers 180-degree views of Penobscot Bay and is a short drive from Rockport and Rockland, providing convenient access to Camden, Castine, Acadia National Park, and Camden Hills State Park. This property accommodates up to four guests with a king-size bed and a queen-size sofa bed in the loft, featuring a full kitchen with a refrigerator and espresso machine, air conditioning, a garden, and a new washer and dryer.
9.6 4 reviews
Rockland, ME
24/07 – 27/07
216 €/nighttotal: 648 € (3 )
Bright 2-bedroom Apartment Near Downtown Thomaston
2 1
apartment , Thomaston
This Thomaston flat offers a prime location directly opposite the historic Henry Knox Mansion, situated less than 1 kilometre from the town centre and mere minutes from Rockland's shops, restaurants, and harbour. This two-bedroom flat accommodates up to four guests and features a private deck, a fully equipped kitchen with a microwave oven and dishwasher, and an in-unit washer and dryer, with easy access to Birch Point Beach State Park and Beech Hill Preserve.
10 11 reviews
Rockland, ME
18/11 – 31/12
114 €/nighttotal: 4902 € (43 )
Cozy Industrial Style New Home
1 2
apartment , Rockland
This Rockland property, a three-bedroom, two-bathroom house, enjoys a central location within walking distance of Rockland's ocean path and town shops. Offering an open-plan design, it sleeps six guests and boasts a remarkable kitchen with a commercial stove, radiant heating, and stunning sunrise ocean views; parking is available.
10 1 review
Rockland, ME
09/10 – 11/10
569 €/nighttotal: 1138 € (2 )
Rockport Village Home-convenient Location.
5 6
apartment , Rockport
This Rockport residence is a 5-bedroom, 2-bathroom flat offering accommodation for up to 8 guests, conveniently situated a 10-minute walk from Rockport Harbour and 1.6 kilometres from downtown Camden. The property features a ground-floor King suite with a private bathroom and air conditioning, a fully equipped kitchen with a dishwasher, a separate office space, an outdoor deck, and on-site limited gym access, with ample parking for 4-6 vehicles.
10 5 reviews
Rockland, ME
24/07 – 27/07
211 €/nighttotal: 633 € (3 )
Broadway
1 1
apartment , Thomaston
This Thomaston flat is located directly opposite the historic Henry Knox Mansion, offering easy access to the town centre and Rockland, with the nearest beach just 3.2 kilometres away. This two-bedroom flat accommodates up to four guests and includes a fully equipped kitchen, an in-unit washer and dryer, a private deck, and parking, making it ideal for exploring Mid-Coast Maine attractions.
10 3 reviews
Rockland, ME
18/11 – 31/12
66 €/nighttotal: 2838 € (43 )
Cozy Coastal Home - Walking Distance To Downtown
2 2
apartment , Rockland
This two-bedroom flat in a sought-after Rockland district is a 10-minute walk from the town centre and offers easy access to midcoast Maine's attractions. This pet-friendly accommodation for four guests includes a fully equipped kitchen, a private deck, and a two-car garage with a dedicated gym space, all featuring modern, energy-efficient updates.
9.8 414 reviews
Rockland, ME
18/11 – 31/12
60 €/nighttotal: 2580 € (43 )
Sweet Willow Suite, Rockland, Private 1st Floor
1 2
house , Rockland
This Rockland studio apartment is situated 2.4km from Rockland's Main Street, offering easy access to the harbour, ferry terminals, and the Home Kitchen Cafe. The self-contained unit features a queen-size bed, full bathroom with walk-in shower, a fully equipped kitchen, and off-street parking, accommodating up to two guests.
10 2 reviews
Rockland, ME
24/07 – 27/07
405 €/nighttotal: 1215 € (3 )
Pirate's Den On The Wharf
2 1
cottage , South Thomaston
This South Thomaston holiday home is situated on the site of the historic Sprucehead Quarry, a short drive (approximately 1.6 km) from Atwood Lobster Co. and McLoon's Lobster Shack, offering easy access to kayaking and biking trails. The two-bedroom self-catering property sleeps six, boasting a king and full bed, plus a sofa bed, a sunroom with a gas stove and water views, multiple decks, and modern amenities including a dishwasher and air conditioning.
9.9 39 reviews
Rockland, ME
18/11 – 31/12
163 €/nighttotal: 7009 € (43 )
The Front Apartment
1 2
apartment , Rockland
This charming apartment is located just a short walk from Rockland's town centre, the island ferry service, and a grocery store, making it ideal for exploring the area. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment is a two-bedroom duplex, comfortably accommodating up to four guests. It features a well-equipped kitchen with a fridge, freezer, washing machine, and dryer, as well as a cosy living area, a dining room, and a bathroom with a clawfoot tub.
Best family friendly Rockland, ME holiday rentals
Among the 144 accommodations in Rockland, ME, here are the 4 best family friendly rentals
10 30 reviews
Rockland, ME
18/11 – 31/12
202 €/nighttotal: 8686 € (43 )
Fire Pit & Grill, Movie Room, Workspace, A/c, Pets
3 2
apartment , Thomaston
This Thomaston apartment, a short 0.8km stroll from Thomaston's town centre, offers easy access to local shops and restaurants, and is conveniently located 8km from Rockland and 27km from Camden. The three-bedroom property, sleeping up to seven guests, boasts a fully equipped kitchen, a garden, on-site parking, and a private movie room with reclining seats; nearby attractions include Rockland's art galleries and Camden's waterfront.
9.7 145 reviews
Rockland, ME
18/11 – 31/12
171 €/nighttotal: 7353 € (43 )
Fully Updated Airy Historic Home In West Rockport
4 2
apartment , Rockport
This charming apartment is located just 5 kilometres from Rockport, with Camden and Rockland also within a 10-kilometre radius. The property has consistently received excellent ratings for cleanliness, location, and overall user experience. This spacious four-bedroom home can comfortably sleep nine guests, with two bathrooms and a fully equipped kitchen. The apartment offers a garden, internet access, laundry facilities, and a range of modern amenities for a comfortable stay.
9.9 113 reviews
Rockland, ME
18/11 – 31/12
199 €/nighttotal: 8557 € (43 )
Oceanview Escape Near Maine Beaches
1 2
apartment , Owls Head
This Owls Head apartment, situated at the end of a private road offering tranquil ocean views near Penobscot Bay, provides a peaceful escape. The 93-square-metre (1000 sq ft) self-catering property features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, spacious deck with grill, a jacuzzi tub, and shared access to a children's playhouse.
9.6 90 reviews
Rockland, ME
18/11 – 31/12
236 €/nighttotal: 10148 € (43 )
Comfortable, Close To Town Home, With Oceanview.
3 2
apartment , Owls Head
This three-bedroom house in Owls Head is located just 2.4 kilometres from the centre of Rockland, making it ideal for exploring the town's festivals and attractions, as well as the nearby Farnsworth Art Museum and Transportation Museum. The property boasts a spacious garden with a fenced-in area for pets, a fully equipped kitchen, a comfortable living room with ocean views, and a washer and dryer in the basement, accommodating up to six guests.
Best Rockland, ME holiday rentals with a pool
Among the 144 accommodations in Rockland, ME, here are the 3 best rentals with a pool
10 32 reviews
Rockland, ME
18/11 – 31/12
304 €/nighttotal: 13072 € (43 )
Townhouse Cottage On Oceanfront Property Adj. Samoset Golf Resort+lighthouse
2 2
apartment , Rockport
Oceanfront Adj. Resort +Lighthouse: Enjoy Beaches, Hikes, Quaint Shops &Lobster! is located in Rockport, Maine, within 2km of the Samoset Resort Golf Course and Rockland Breakwater Lighthouse, and within 3km of Owls Head Lighthouse and Owls Head Transportation Museum. This 121 square metre holiday home boasts two bedrooms, three bathrooms, sleeps six guests, and features an outdoor pool, hot tub, garden, gas grills, free WiFi, a fireplace, and a jetted tub.
10 4 reviews
Rockland, ME
18/11 – 31/12
598 €/nighttotal: 25714 € (43 )
Huge Ocean Front Retreat With Pool Hot Tub Open All Winter
3 2
apartment , Rockport
This Rockport waterfront property is situated near Rockport Marine Park and the Center for Maine Contemporary Art, less than a 5-minute walk away, and under 2km from both the Andre the Seal statue and Golfer's Crossing Mini Golf. This three-bedroom, four-bathroom house sleeps six guests and boasts a private outdoor pool, air conditioning, internet access, and is pet-friendly, offering stunning sea views.
Rockland, ME
18/11 – 31/12
500 €/nighttotal: 21500 € (43 )
Cove House With Private Pool, Ocean Views, Family
4 2
apartment , Owls Head
This oceanfront property in Owls Head, Maine, boasts direct access to Ballyhac Cove's tidal shoreline and is within walking distance of Birch Point State Park & Beach, with Owls Head Lighthouse & State Park just minutes away. This spacious 195 square meter detached house offers accommodation for up to 10 guests, featuring four bedrooms, three bathrooms, a private heated swimming pool, a Jacuzzi, a garden, and a well-equipped kitchen with stainless steel appliances, all complemented by a deck with a grill and seating.
Frequently asked questions about holiday rentals in Rockland, ME
What are some interesting places to visit in or near Rockland, ME?
Rockland has lots to offer! You can visit the Farnsworth Art Museum, which has a great collection of American art, or the Maine Lighthouse Museum, which tells the story of Maine's lighthouses. If you're into boats, the Maine Maritime Museum is a must-see, and the Rockland Breakwater Lighthouse is beautiful. You can also drive a short distance to the charming town of Camden, which has a lovely harbour and a picturesque town centre.
What are the best Airbnb and holiday rentals in Rockland, ME?
Which walking or cycling routes are the best in Rockland, ME?
The Rockland Harbor Walk is a beautiful and easy walk that takes you along the waterfront, with great views of the harbour. For cyclists, the Rockland Breakwater Trail is a great option, offering a scenic ride along the breakwater with views of the ocean and the islands. If you want a longer ride, the Coastal Route 1, which runs along the coast, is a popular choice.
What are the most popular Airbnbs in Rockland, ME?
What sports or outdoor activites can visitors enjoy in and around Rockland, ME?
Rockland is a great place for outdoor activities. You can go kayaking or paddleboarding in the harbour, or take a sailing trip to the islands. There are also plenty of hiking trails in the area, including the Rockland Breakwater Trail and the nearby Camden Hills State Park. If you're a birdwatcher, you'll enjoy the many bird sanctuaries in the area.
What are the best holiday rentals with a pool in Rockland, ME?
What other towns or cities can be easily accessed from Rockland, ME?
Rockland is well-situated for exploring the area. You can easily drive to nearby towns like Camden, which is about 15 minutes away, and Belfast, which is about 30 minutes away. If you're looking for a bigger city, Portland is about a 2-hour drive from Rockland.
What are the best rentals for families and kids in Rockland, ME?
What amenities are commonly available in vacation rentals in Rockland, ME?
Most vacation rentals in Rockland offer basic amenities like a kitchen, bathroom, and bedrooms. Many also have Wi-Fi, laundry facilities, and outdoor space like a deck or patio. Some rentals even have extras like hot tubs, fireplaces, or access to a dock.
What are the best rentals or Airbnbs with a jacuzzi in Rockland, ME?
What time of year is best to rent a vacation rental Rockland, ME?
It depends on what you're looking for. The summer months (June to August) are the busiest, with warm weather and lots of sunshine. If you prefer milder weather and fewer crowds, spring (April to May) and autumn (September to October) are good options. You can also find great deals on rentals during the off-season (November to March), although the weather can be unpredictable.
Destinations nearby
Best Rockland, ME holiday rentals with a balcony
10 46 reviews
Rockland, ME
18/11 – 31/12
236 €/nighttotal: 10148 € (43 )
The Barn On Pascal... A Lovely Circa 1900 Refurbished Barn.
1 2
apartment , Rockport
This one-bedroom house is situated in Rockport, just a 15-minute walk from Rockport Marine Park and Andre the Seal Statue, and within 3 km of the Centre for Maine Contemporary Art and Golfer's Crossing Mini Golf. The 60 square metre property features a fully equipped kitchen, a balcony, a fireplace, and can accommodate up to three guests.
10 13 reviews
Rockland, ME
18/11 – 31/12
331 €/nighttotal: 14233 € (43 )
Oceanfront Condo Overlooking Rockland Harbor And Pier. Permit#str22-30
3 2
apartment , Rockland
This Rockland oceanfront apartment, near the Samoset Resort & Spa, offers easy walking access to Breakwater Park and Rockland's town centre. The 125 square metre property boasts three bedrooms, two bathrooms, a terrace, garden, spa access, parking, and stunning ocean views; it is fully equipped with modern appliances including a dishwasher and microwave.
Rockland, ME
09/10 – 11/10
1690 €/nighttotal: 3380 € (2 )
Elegant Ocean View Home With Breathtaking Views, Private Hot Tub & Large Deck
6 6
apartment , Rockport
This exceptional Rockport holiday home offers an unparalleled oceanfront setting directly on a scenic cliff, providing breathtaking sea views and convenient access to Beech Hill Preserve and the Andre the Seal Statue. This expansive 337 square meter residence accommodates up to 12 guests with six bedrooms and five bathrooms, featuring a chef's kitchen, private hot tub, fitness room, and direct access to outdoor activities such as kayaking and hiking.
9.8 90 reviews
Rockland, ME
18/11 – 31/12
260 €/nighttotal: 11180 € (43 )
Breathtaking Views, Total Relaxation, Do As Much Or As Little As You Choose
1 2
apartment , Owls Head
This Owls Head waterfront property is situated within 5km of Lucia Beach, Crescent Beach, Birch Point Beach State Park, and Breakwater Vineyards. The one-bedroom, one-bathroom cottage sleeps two guests and offers a fully equipped kitchen, garden with barbecue, Smart TV, and washing machine; enjoy nearby wine tasting and beach access.
Best Rockland, ME holiday rentals with parking
Rockland, ME
24/07 – 27/07
754 €/nighttotal: 2262 € (3 )
3 Bedroom 2.5 Bath Apartment With Views Of Rocklan
3 1
apartment , Rockland
This three-bedroom flat in downtown Rockland offers central accommodation, a short walk from the waterfront and close to the Strand Theatre and Owls Head Lighthouse. Spanning 102 square meters across two levels, this residence accommodates up to five guests with a king bedroom and a connected twin room, featuring a full kitchen, air conditioning, and garden access, whilst being a short drive to Owls Head State Park and Beech Hill Preserve.
10 1 review
Rockland, ME
24/07 – 27/07
467 €/nighttotal: 1401 € (3 )
Private Family Friendly Home With Hot Tub
1 1
apartment , South Thomaston
This South Thomaston flat is located in a peaceful area, just a 10-minute drive from local restaurants and shops. This spacious 3-bedroom, 2-bathroom property accommodates up to 6 guests and features a hot tub, a large garden, and a fully equipped kitchen.
9.7 30 reviews
Rockland, ME
18/11 – 31/12
85 €/nighttotal: 3655 € (43 )
Studio Apartment Ground Floor
1 2
studio , Rockport
This Rockport studio apartment, situated on Beauchamp Point, is a short walk from Rockport Village and its amenities, including the Opera House and Goodies Beach, and less than 3.2 kilometres from Camden. The self-contained unit sleeps two, boasts a private entrance with gas grill and deck overlooking gardens and a golf course, and includes a fridge, microwave, and excellent internet access.
9.6 8 reviews
Rockland, ME
09/10 – 11/10
371 €/nighttotal: 742 € (2 )
Sunset River 3-bedroom House In Amazing South Thomaston, Maine
3 6
apartment , South Thomaston
This South Thomaston riverside property is situated within 5km of the General Henry Knox Museum and the Maine State Prison Store, and within 10km of the Owls Head Transportation Museum and Breakwater Vineyards. Sleeping up to six guests, this three-bedroom, one-bathroom house boasts a fully equipped kitchen with fridge, microwave, and dishwasher, plus Wi-Fi, a Smart TV, a jacuzzi, and a terrace; enjoy the on-site spa and riverfront activities.