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 1 best family friendly rentals

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

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.
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.

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

Penobscot View, 4 Br In Rockland, 28 Days Or More - Rockland, ME
10 1 review

Penobscot View, 4 Br In Rockland, 28 Days Or More

apartment, Rockland
This four-bedroom residence is located in a Rockland neighbourhood, offering lighthouse views and backing onto the Rockland Golf Course, just a short drive from downtown Rockland and neighbouring coastal towns.
This apartment provides accommodation for up to 10 guests with four bedrooms, two bathrooms, a fully equipped kitchen, two living rooms, high-speed Wi-Fi, and a garden, with its peaceful, park-like backyard offering ocean and lighthouse views.

Best Rockland, ME vacation rentals with parking

The Restored Barn - Rockland, ME
10 10 reviews

The Restored Barn

farm, Rockland
This renovated 1850s barn, located in Rockland, Maine, is within walking distance of Rockland's restaurants, shops, and waterfront, offering easy day trips to Acadia National Park.
The property features a full kitchen, two decks, a pull-out couch, sleeps two guests, and includes the 'lobster cook' offer.
Penobscot View, 4 Bedroom Home In Rockland Maine - Rockland, ME
No reviews

Penobscot View, 4 Bedroom Home In Rockland Maine

apartment, Rockland
This four-bedroom Rockland residence offers exceptional views of the Rockland Breakwater Lighthouse and is situated adjacent to the Rockland Golf Course, just a short drive from downtown Rockland, Rockport, and Camden.
This 196 square meter dwelling accommodates up to ten guests and features a fully equipped kitchen, two living rooms, high-speed Wi-Fi, air conditioning, laundry facilities, and a garden, with parking provided.
Cutie On The Farm - Rockland, ME
10 2 reviews

Cutie On The Farm

apartment, Rockport
This Rockport garage apartment, near a fresh vegetable farm stand, is a short drive from Rockport's top-rated restaurants.
The newly converted one-bedroom flat, sleeping two, boasts a private deck, flat-screen TVs, and a fully equipped kitchen including a fridge, freezer, and microwave; guests can even arrange for the owner to prepare lobsters.
Homey Lil' Yellow House On Glen Cove - Rockland, ME
No reviews

Homey Lil' Yellow House On Glen Cove

apartment, Rockport
This 2-storey New Englander cottage in the Glen Cove hamlet of Rockport offers direct access to a private beach and pond views.
This rental property accommodates up to four guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen, living spaces, and a front deck overlooking the cove.
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