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.
9.5 65 reviews
Rockland, ME
09/10 – 11/10
NZ$746/nightTotal: NZ$1492 (2 )
Sunset River House
3 6
apartment , South Thomaston
This South Thomaston house, overlooking hay fields and the St George River, offers stunning sunset views and is minutes' drive from local beaches and mid-coast Maine attractions. The single-storey property sleeps six (four adults and two children), boasting three bedrooms, one bathroom with a whirlpool tub, a fully equipped kitchen, and a garden; guests have access to the property, yard, and neighbouring saltwater fields.
9.6 8 reviews
Rockland, ME
09/10 – 11/10
NZ$739/nightTotal: NZ$1478 (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.
Rockland, ME
09/10 – 11/10
NZ$1729/nightTotal: NZ$3458 (2 )
Montgomery Cottage
1 6
house , Rockland
Montgomery Cottage, a Rockland, Maine property, is situated a short walk from South End Beach and within 1.6km of the Farnsworth Art Museum, offering easy access to other Rockland attractions such as the Owls Head Transportation Museum (4.2km) and Camden Harbour Park and Amphitheatre (14.2km). This three-bedroom, two-bathroom house, boasting 125 square metres of floor space, comfortably sleeps eleven guests and includes a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, parking, and a garden; pets are welcome.
Rockland, ME
09/10 – 11/10
NZ$3361/nightTotal: NZ$6722 (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.
Rockland, ME
09/10 – 11/10
NZ$4106/nightTotal: NZ$8212 (2 )
Spring Tide
1 6
house , Rockport
This Rockport holiday home is located 3.7 kilometres from Mount Battie and 5.3 miles from the Farnsworth Art Museum and Carver Hill Gallery. This expansive 337 square metre residence accommodates up to 23 guests across 6 bedrooms and 4 bathrooms, featuring a well-equipped kitchen, a private terrace with sea views, an on-site restaurant, and access to a hot tub and fitness room.
Rockland, ME
24/07 – 27/07
NZ$1500/nightTotal: NZ$4500 (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.
9.8 197 reviews
Rockland, ME
24/07 – 27/07
NZ$334/nightTotal: NZ$1002 (3 )
A Cute Little Gem In Down East Maine
1 1
apartment , Thomaston
This Thomaston apartment, located in the historic district, is a short walk from the town centre and within a 16-32 km radius of Rockland and Camden. The one-bedroom, one-bathroom flat offers a two-level layout with a kitchen/living area downstairs, a bedroom/bathroom upstairs, sleeps two guests, includes a private deck and parking, and is close to Laurels Bakery and parks ideal for dog walking.
Rockland, ME
24/07 – 27/07
NZ$605/nightTotal: NZ$1815 (3 )
Coastal Retreat - 1 Bedroom Loft In Rockport
1 1
apartment , Rockport
This Rockport apartment, located minutes (distance unspecified, but likely within a few kilometres) from Rockport's beaches and shops, offers convenient access to Midcoast Maine's attractions. The self-catering flat features a king-size bed, fully equipped kitchen with dishwasher, bathroom with bathtub, and parking, accommodating two guests and providing a relaxing stay.
8.8 9 reviews
Rockland, ME
09/10 – 11/10
NZ$1464/nightTotal: NZ$2928 (2 )
Waterfront Home With Beautiful Bay Views - Near Shops & Dining
3 6
apartment , Owls Head
This waterfront holiday home in Owls Head offers Penobscot Bay views and is located a short drive from downtown Rockland, within walking distance of Owls Head Lighthouse and Owls Head State Park. This 143 square meter flat accommodates up to six guests across three bedrooms and two bathrooms, featuring a full kitchen, gas fireplace, air conditioning, and a gas grill, with internet and private parking provided.
10 1 review
Rockland, ME
09/10 – 11/10
NZ$1131/nightTotal: NZ$2262 (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 1 review
Rockland, ME
24/07 – 27/07
NZ$465/nightTotal: NZ$1395 (3 )
Shipwright Suite: Midcoast Maine Boat Barn Retreat
1 1
farm , Warren
This maritime-themed loft, a converted boat barn, is situated above a coastal country property in Midcoast Maine, offering a unique retreat for travellers exploring the region. This romantic accommodation sleeps two, features one bathroom, and provides essential amenities including internet and a kitchen, with child-friendly equipment available upon request.
Best family friendly Rockland, ME holiday rentals
Among the 144 accommodations in Rockland, ME, here are the 4 best family friendly rentals
9.9 32 reviews
Rockland, ME
24/07 – 27/07
NZ$1725/nightTotal: NZ$5175 (3 )
Heron House
1 1
apartment , Camden
This Camden, Maine dwelling boasts a unique riverfront location above the Megunticook River, offering Mt. Battie views and easy walking access (under 1 km) to Camden town centre and Seabright Dam. The two-bedroom, one-bathroom property sleeps four guests, features a full kitchen, fitness centre, parking, and a large yard with a fire pit and outdoor shower; trails are accessible directly from the property.
9.6 18 reviews
Rockland, ME
24/07 – 27/07
NZ$809/nightTotal: NZ$2427 (3 )
Dome 1 - Luxury Dome At Come Spring Farm
2 1
apartment , Union
This lakefront property near Union, Maine, is 2.3 kilometres from the St George River and 4.3 kilometres from Savage Oakes Vineyard and Winery. The two-bedroom, one-bathroom house sleeps four, boasting a fully equipped kitchen, on-site fitness centre, garden, and parking, with excellent guest reviews and proximity to attractions including Fawcett's Antique Toy and Art Museum and Camden Snow Bowl (within 19 kilometres).
9.8 100 reviews
Rockland, ME
24/07 – 27/07
NZ$334/nightTotal: NZ$1002 (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.
10 1 review
Rockland, ME
24/07 – 27/07
NZ$929/nightTotal: NZ$2787 (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.
Best Rockland, ME holiday rentals with a pool
Among the 144 accommodations in Rockland, ME, here are the 1 best rentals with a pool
9.9 58 reviews
Rockland, ME
24/07 – 27/07
NZ$792/nightTotal: NZ$2376 (3 )
Drift Wood Room: Downtown Camden Hotel
1 1
apartment , Camden
The Drift Wood Room is a one-bedroom apartment located just 0.5km from the centre of Camden, in a quiet area, making it a great base for exploring the town. It has received excellent ratings for its location, cleanliness and overall experience. The apartment can accommodate two guests and features a comfortable king-sized bed, a private bathroom and kitchenette, and a unique design with a live-edge bar. Guests can enjoy a cosy gas fireplace, a private garden and contactless access.
Frequently asked questions about holiday rentals in Rockland, ME
What sports or outdoor activites can visitors enjoy in and around Rockland, ME?
Rockland is a haven for outdoor enthusiasts. You can go kayaking or paddleboarding in the harbour, or take a boat trip to see whales or puffins. Hiking trails abound in the nearby Camden Hills State Park, offering stunning views of the coast. For a more relaxed activity, try a round of golf at the Rockland Golf Club.
What are the best Airbnb and holiday rentals in Rockland, ME?
What other towns or cities can be easily accessed from Rockland, ME?
Rockland is conveniently located near other charming towns. Camden, known for its picturesque harbour and shops, is just a short drive away. The historic city of Portland is about a 1.5 hour drive, offering a wealth of cultural attractions and restaurants. For a day trip to the coast, you can visit the charming town of Bar Harbor, home to Acadia National Park.
What are the most popular Airbnbs in Rockland, ME?
What amenities are commonly available in vacation rentals in Rockland, ME?
Vacation rentals in Rockland typically offer a range of amenities, including fully equipped kitchens, comfortable living spaces, and laundry facilities. Many rentals also have private decks or patios with views of the harbour or the surrounding countryside. Some rentals may also offer additional amenities such as hot tubs, fireplaces, or access to a shared pool.
What are the best holiday rentals with a pool in Rockland, ME?
What time of year is best to rent a vacation rental Rockland, ME?
The best time to visit Rockland depends on your preferences. Summer is the peak season, with warm weather and plenty of outdoor activities. Autumn offers beautiful foliage and a quieter atmosphere. Spring is a great time to visit for whale watching, and winter brings snow-covered landscapes and a chance to experience the charm of a New England winter.
What are the best rentals for families and kids in Rockland, ME?
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.
Best Rockland, ME holiday rentals with parking
9.4 48 reviews
Rockland, ME
09/10 – 11/10
NZ$1019/nightTotal: NZ$2038 (2 )
Peaceful Coastal Cabin With Screened Porch, Water View Of The Cove, Dog-friendly
3 6
cabin , Owls Head
SeaMeadow Cottage, a pet-friendly holiday cottage, is privately situated behind pine woods on Point View Lane in the quiet fishing village of Owls Head, Maine, with a sandy beach at the road's end, offering proximity to Owls Head State Park and the Owls Head Transportation Museum. This 98 square meter dwelling accommodates up to six guests across three bedrooms, featuring a fully equipped kitchen with a dishwasher, a screened porch with meadow and cove views, and a first-floor bathroom with a washer and dryer, providing an unplugged experience ideal for nature connection.
10 3 reviews
Rockland, ME
24/07 – 27/07
NZ$429/nightTotal: NZ$1287 (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.
Rockland, ME
24/07 – 27/07
NZ$589/nightTotal: NZ$1767 (3 )
Lovely 1-bedroom Waterfront Apartment In Owls Head Perfect For Relaxing
1 1
apartment , Owls Head
This one-bedroom flat in Owls Head is a 13-minute walk from Birch Point Beach State Park and Birch Point Beach, and an 18-minute drive from the Maine Coastal Islands National Wildlife Refuge and Rockland Harbour Park. This pet-friendly apartment accommodates up to four guests and includes internet, heating, a dryer, and towels, with nearby attractions such as the Owls Head Transportation Museum and Breakwater Vineyards.
Rockland, ME
09/10 – 11/10
NZ$1219/nightTotal: NZ$2438 (2 )
The Seameadow
1 6
house , Owls Head
The SeaMeadow property is located in Owls Head, Maine, 1km from Knox County Regional Airport and within a short drive of the Owls Head Transportation Museum, Carver Hill Gallery, and the Farnsworth Art Museum. This three-bedroom, two-bathroom house offers 98 square metres of space, sleeps up to 11 guests, includes a fully equipped kitchen with dishwasher, laundry facilities, and boasts sea views from a private outdoor dining area.