Compare Vacation Rentals & Airbnb in Rockland, ME

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Rockland, ME vacation rentals
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212 Rentals and Airbnb in Rockland, ME

Best family friendly Rockland, ME vacation rentals

Among the 212 accommodations in Rockland, ME, here are the 4 best family friendly rentals

Charming Stylish & Cozy Coastal Retreat - Rockland, ME
10 1 review

Charming Stylish & Cozy Coastal Retreat

house, Rockport
This Rockport cottage is located 4 kilometres from the Farnsworth Art Museum and Carver Hill Gallery, with Chestnut Street Baptist Church and High Street Historic District 9.3 kilometres away.
This 135 square metre property offers one bedroom, two bathrooms, free WiFi, a fully equipped kitchen, and parking for up to 11 guests, with a balcony and terrace for enjoying the coastal air.
Charming Stylish & Cozy Coastal Retreat - Rockland, ME
9.0 2 reviews

Charming Stylish & Cozy Coastal Retreat

apartment, Rockport
This newly renovated apartment in Rockport is located near the Owls Head Transportation Museum and Strand Theatre, with easy access to Rockland Breakwater Lighthouse and Owls Head Lighthouse.
Sleeping up to six guests, this family-friendly property offers three bedrooms, two bathrooms, a kitchen equipped with a fridge, microwave, and dishwasher, and a terrace or balcony, with nearby recreation available at Oakland Park Bowling Lanes and Sail Power and Steam Museum.
1 Block To Beach  Walk Downtown  Peaceful Escape - Rockland, ME
10 172 reviews

1 Block To Beach Walk Downtown Peaceful Escape

apartment, Rockland
This Rockland apartment, a newly renovated 1860s Cape Cod-style property, is situated one block from a local beach and picnic area, within a 1.6km walk of Rockland's downtown, offering easy access to restaurants, theatres, and shops.
The two-bedroom dwelling, sleeping four guests, boasts a spacious kitchen with modern appliances (including a dishwasher), in-unit laundry facilities, and king-size beds with high-thread-count sheets; nearby activities include kayaking and hiking trails within a short drive.
Classic, On The Water Stunner! Owner Occupied With Full Amenities! - Rockland, ME
10 1 review

Classic, On The Water Stunner! Owner Occupied With Full Amenities!

apartment, St. George
This St George beachfront farmhouse, situated in Tenants Harbour, offers easy access to Tenants Harbour Marina (3.5km), Marshall Point Lighthouse (14.5km), and the General Henry Knox Museum (14.5km).
Sleeping eight guests across five bedrooms and three bathrooms, this self-catering property boasts a fitness centre, air conditioning, a terrace, garden, barbecue facilities, and a playground, perfect for families.

Best Rockland, ME vacation rentals with a pool

Among the 212 accommodations in Rockland, ME, here are the 2 best rentals with a pool

Townhouse Cottage On Oceanfront Property Adj. Samoset Golf Resort+lighthouse - Rockland, ME
9.8 37 reviews

Townhouse Cottage On Oceanfront Property Adj. Samoset Golf Resort+lighthouse

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.
Luxurious Oceanfront Home, Private Island. Now Booking Autumn 2026 - Rockland, ME
10 4 reviews

Luxurious Oceanfront Home, Private Island. Now Booking Autumn 2026

apartment, St. George
This luxurious seaside property in Spruce Head, St. George, Maine, boasts direct beach access, a private pier, and proximity to Owls Head Airport (under 24km).
The 310 square metre house offers four bedrooms, four bathrooms, sleeps ten guests, and includes a gourmet kitchen, swimming pool, and access to a private island beach; nearby activities include kayaking and exploring the St. George Peninsula.

Frequently Asked Questions about vacation rentals in Rockland, ME

  • What are some interesting places to visit in or near Rockland, ME?

    Rockland is a charming town with lots to see and do. The Farnsworth Art Museum is a must-see, showcasing American art, especially from Maine. For a taste of the local history, visit the Rockland Historical Society. If you're looking for something a little more adventurous, take a boat trip to the nearby islands, like Monhegan Island, or explore the scenic coast at the Owls Head Transportation Museum.
  • What are the best Airbnb and vacation rentals in Rockland, ME?

  • Which walking or cycling routes are the best in Rockland, ME?

    The Rockland Breakwater Trail is a lovely walk or cycle along the coast, offering views of the harbour and the islands. For a more challenging ride, head out to the Rockland to Thomaston Rail Trail, a 4.5 km paved path that follows the old railway line. You'll find plenty of scenic spots to stop and enjoy the views.
  • 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 enthusiasts. Kayaking and paddleboarding are popular activities in the harbour. You can also go hiking in the nearby Camden Hills State Park, which offers stunning views from the top of Mount Battie. In the winter, you can go snowshoeing or cross-country skiing in the area.
  • What are the best vacation rentals with a pool in Rockland, ME?

  • What other towns or cities can be easily accessed from Rockland, ME?

    Rockland is a good base for exploring the Midcoast region of Maine. You can easily drive to Camden, a picturesque town known for its harbour and shops. A little further afield, you'll find the charming town of Belfast, with its historic waterfront and art galleries. For a bigger city experience, Portland is about a 1.5-hour drive away.
  • What are the best rentals for families and kids in Rockland, ME?

  • What amenities are commonly available in vacation rentals in Rockland, ME?

    Vacation rentals in Rockland offer a range of amenities, depending on the property. Most will have a kitchen, laundry facilities, and Wi-Fi. Some might also have a fireplace, hot tub, or private deck. Be sure to check the listing details for the specific amenities offered.
  • What are the best rentals or Airbnbs with a jacuzzi in Rockland, ME?

    Sunrise Suite 2 Blks From Rockland Harbor - Near Dt and Heart Of Rockland Maine are the best vacation rentals or Airbnb with a jacuzzi 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 most popular time, with warm weather and plenty of outdoor activities. Autumn offers stunning foliage and cooler temperatures. Spring is a great time to see the wildflowers and enjoy the quieter season. Winter brings snowy landscapes and opportunities for winter sports.

Popular destinations

Best Rockland, ME vacation rentals with a balcony

Harborside Cottage, Walk To Downtown - Rockland, ME
10 12 reviews

Harborside Cottage, Walk To Downtown

apartment, Rockland
This Rockland, Maine holiday home is situated a short walk (less than 0.8 km) from Rockland Harbor, the Farnsworth Art Museum, and the Maine Lighthouse Museum, offering easy access to the town centre.
The three-bedroom, two-bathroom property sleeps six guests and features a spacious deck with water views, coastal-inspired décor including shiplap walls, modern appliances, and proximity to coastal trails and Rockland Breakwater Lighthouse.

Best Rockland, ME vacation rentals with parking

Oceanfront -Samoset Road, Rockland Me (Across From The Samoset Resort) - Rockland, ME
8.6 31 reviews

Oceanfront -Samoset Road, Rockland Me (Across From The Samoset Resort)

apartment, Rockland
This waterfront holiday home is situated just a kilometre from the Samoset Resort Golf Course and Rockland Breakwater Lighthouse, in a peaceful location close to the bustling town of Rockland. It has received very good reviews from previous guests.
The three-bedroom property offers 186 square metres of space, comfortably accommodating up to six guests. Enjoy stunning views, direct access to the water, a garden, barbecue grills, and modern conveniences including a washing machine, two bathrooms, a DVD player, and a patio.
The Modern Day Farmhouse: A - Rockland, ME
No reviews

The Modern Day Farmhouse: A

apartment, Rockport
This Mid-Coast Maine farmhouse near Rockport offers easy access to local beaches and restaurants.
The property comprises a two-bedroom, two-bathroom dwelling with a separate apartment, sleeping up to four guests, and features a large great room, kitchen with dishwasher, and ample parking.
2 House Compound On Beautiful Cove In Rockport, Me - Rockland, ME
10 2 reviews

2 House Compound On Beautiful Cove In Rockport, Me

apartment, Rockport
This seven-bedroom, three-bathroom residence in Rockport, Maine, offers a private waterfront compound with direct beach access, ideally situated for exploring the Mid-Coast region's attractions and dining options.
This spacious dwelling accommodates up to thirteen guests, featuring a kitchen and internet, perfect for family gatherings and enjoying coastal Maine views.
Cozy Newly Renovated Apartment In Antique Farmhouse - Rockland, ME
No reviews

Cozy Newly Renovated Apartment In Antique Farmhouse

apartment, Union
This renovated private wing of an antique farmhouse offers a distinctive stay in Union, located 24-32 kilometres from Camden and Rockland, and within 500 metres of Union's supermarket, cafe, restaurant, and microbrewery, with nearby access to Beech Hill Preserve and Fernald's Neck Preserve.
This unique lodging sleeps up to six guests in two bedrooms and features a projector in the living room, dishwasher, air conditioning, and parking, making it ideal for exploring local sites such as Fawcett's Antique Toy and Art Museum and General Henry Knox Museum.
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