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Rockland, ME vacation rentals
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Best Vacation rentals and Airbnb offers in Rockland, ME

Best Rockland, ME vacation rentals with a balcony

The Barn On Pascal... A Lovely Circa 1900 Refurbished Barn. - Rockland, ME
10 50 reviews

The Barn On Pascal... A Lovely Circa 1900 Refurbished Barn.

apartment, Rockport
This Rockport vacation home is located within a 15-minute walk of Rockport Marine Park and the Andre the Seal Statue, and within 2 miles of the Center for Maine Contemporary Art and Golfer's Crossing Mini Golf.
The 650 square foot home features one bedroom, one bathroom, and can accommodate up to 3 guests with a sofa bed, offering a comfortable and convenient stay with amenities such as free Wi-Fi, a fully equipped kitchen, a private balcony, and a fireplace.
The Owl's Roost Manor In Owl's Head, Me - Rockland, ME
No reviews

The Owl's Roost Manor In Owl's Head, Me

apartment, Owls Head
This 1800 Victorian Manor estate, offering five private acres on the Owls Head and Rockland border, provides serene water views and is located a short distance from the South End dining scene and marina.
This 5-bedroom, 3-bathroom house accommodates up to 10 guests and features a wraparound porch, a solarium, a fully equipped kitchen, internet, parking, a terrace, and a garden, with nearby attractions including the Sail Power and Steam Museum and the Maine Lighthouse Museum.
Ocean Breeze East Wind – Modern 2br/2ba Home By Cr - Rockland, ME
No reviews

Ocean Breeze East Wind – Modern 2br/2ba Home By Cr

house, Owls Head
Ocean Breeze East Wind is a two-bedroom, two-bathroom holiday home situated in Owls Head, conveniently located 1.9 miles from Knox County Regional Airport.
This 1500 square foot rental accommodates up to 11 guests and features air conditioning, a full kitchen with a dishwasher and microwave, a balcony, garden, concierge service, fitness center, and private parking.
Sunny, Lakefront Home On South Pond With Private Dock, Great Deck & Firepit - Rockland, ME
No reviews

Sunny, Lakefront Home On South Pond With Private Dock, Great Deck & Firepit

house, Warren
This spacious four-bedroom, two-bathroom holiday house in Warren is located 9.3 miles from Carver Hill Gallery and Farnsworth Art Museum, and 13 miles from Mount Battie.
This 2000 square foot vacation rental accommodates up to 18 guests and features air conditioning, a fully equipped kitchen with a fridge and microwave, a terrace, balcony, private dock, outdoor fireplace, firepit, and complimentary WiFi.

Our Favorite Family-Friendly Vacation Rentals in Rockland, ME

Perfect for family trips, these spacious Rockland, ME rentals and Airbnbs provide easy access to local beaches.

Harborside Cottage, Walk To Downtown - Rockland, ME
No reviews

Harborside Cottage, Walk To Downtown

house, Rockland
Harborside Cottage is a house located in Rockland's harborside district, a short walk from the Farnsworth Art Museum and Carver Hill Gallery, and 3.7 miles from Knox County Regional Airport.
This family-friendly cottage offers 1800 square feet of living space with 3 bedrooms, 2 bathrooms, and capacity for 11 guests, featuring a full kitchen, air conditioning, WiFi, a terrace, garden, spa, and fitness center.
Charming Stylish & Cozy Coastal Retreat - Rockland, ME
10 1 review

Charming Stylish & Cozy Coastal Retreat

house, Rockport
This Rockport house is located 2.5 miles from the Farnsworth Art Museum and Carver Hill Gallery.
This 1450 square foot house accommodates up to 11 guests and offers 1 bedroom, 2 bathrooms, free WiFi, a fully equipped kitchen, and private parking.
Private House All Yours! Open Year Round! - Rockland, ME
9.6 99 reviews

Private House All Yours! Open Year Round!

farm, Warren
Reunion Grove Farm is located in Warren, Maine, just half a mile from Route 1 and a short drive from the Maine coast. The farm is highly rated, earning an "excellent" rating from previous guests.
The 1020 square foot farmhouse has 2 bedrooms and 1 bathroom, comfortably accommodating up to 5 guests. Enjoy access to a private lake, spacious grounds, a fitness center, and a variety of activities like fishing, hunting, skiing, and snowmobiling.
Rockland Central, Downtown Walk To Everything! - Rockland, ME
No reviews

Rockland Central, Downtown Walk To Everything!

house, Rockland
This Rockland Central vacation home is located a 14-minute walk from South End Beach and 3.1 miles from Knox County Regional Airport.
This 1600 square foot house offers four bedrooms, two bathrooms, and accommodates up to 15 guests with amenities including a full kitchen, free WiFi, air conditioning, and concierge service.

Frequently Asked Questions about vacation rentals in Rockland, ME

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

    Rockland is full of charm! You'll definitely want to check out the Farnsworth Art Museum, which has a great collection of American art. If you're into lighthouses, the Rockland Breakwater Lighthouse is a must-see. And for a taste of local history, head over to the Maine Coast Heritage Trust's Rockland Harbor Park.
  • What are the best Airbnb and vacation rentals in Rockland, ME?

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

    The Rockland Harbor Walk is a popular choice for a stroll along the waterfront. For a longer bike ride, try the scenic route along the coast, which takes you past the Owls Head Transportation Museum and the beautiful views of Penobscot Bay.
  • 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! You can go kayaking, sailing, or even try your hand at stand-up paddleboarding in the harbor. If you're looking for something a little more adventurous, there's hiking and rock climbing in the nearby Camden Hills State Park.
  • 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 great base for exploring the Midcoast region of Maine. You can easily take a day trip to Camden, which is known for its beautiful harbor and charming shops. If you want to explore further afield, you can drive to Portland, which is about a 2-hour drive south.
  • 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 typically have all the amenities you need for a comfortable stay. Most offer fully equipped kitchens, laundry facilities, and comfortable bedrooms. Many also have decks or patios with views of the harbor.
  • 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 is during the summer months, from June to August, when the weather is warm and sunny. You can enjoy all the outdoor activities that Rockland has to offer, from kayaking to hiking. The fall is also beautiful, with the changing leaves.
  • What are the local dishes in Rockland, ME region?

    You absolutely have to try the fresh lobster! Rockland is known for its delicious seafood. Try a lobster roll, or a lobster bisque. Don't forget to sample the local craft beers, too.

Popular destinations

Best Rockland, ME vacation rentals with parking

The Nest At Sea Hag Cider - Rockland, ME
10 6 reviews

The Nest At Sea Hag Cider

apartment, Rockport
This Rockport studio apartment offers a unique stay above an active cider brewhouse, located just minutes from Camden and Rockland, providing easy access to shops, restaurants, hiking trails, and the ocean.
This 1-bedroom, 1-bathroom accommodation with a capacity for 2 guests features air conditioning, internet, a full kitchen, dedicated parking, and an office space, with occasional ambient noise from the cider production during working hours.
Stunning Beach House With A Private Beach - Rockland, ME
10 19 reviews

Stunning Beach House With A Private Beach

apartment, Owls Head
This vacation rental is conveniently located in Owls Head, just a short 5-mile drive from Rockland Harbor and downtown Rockland, offering easy access to local attractions and amenities. The property has consistently received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The home features three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Guests can enjoy a private beach, a freshwater creek, and a spacious garden, as well as a kitchen equipped with a fridge, freezer, microwave, and dishwasher. The property also boasts a Jacuzzi, a catwalk to a balcony, and a unique open floor plan with high ceilings.
Broadway - Rockland, ME
10 11 reviews

Broadway

apartment, Thomaston
This Thomaston apartment is located directly across from the historic Henry Knox Mansion, offering easy access to downtown Thomaston and a short drive to Rockland's attractions.
This 2-bedroom, 1-bathroom rental accommodates up to 4 guests and features a fully equipped kitchen with newer appliances, an in-unit washer and dryer, and a private deck for outdoor relaxation.
Enjoy Tranquil Pond Views At The Pond House In Lincolnville, Me—2300 Sq Ft, 3 Beds - Rockland, ME
No reviews

Enjoy Tranquil Pond Views At The Pond House In Lincolnville, Me—2300 Sq Ft, 3 Beds

house, Lincolnville
This Lincolnville house is located 1.6 miles from Lincolnville Beach and 16 miles from Knox County Regional Airport.
This 2300 square foot home offers three bedrooms, two bathrooms, and a guest capacity of 11, featuring a fully equipped kitchen, air conditioning, WiFi, and on-site parking.

Search Vacation Rentals with Swimming Pool in Rockland, ME

Choose a vacation rental with a pool in Rockland, ME to perfectly complement your day of adventures.

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
This Rockport vacation home, offered as "Oceanfront Adj. Resort +Lighthouse: Enjoy Beaches, Hikes, Quaint Shops &Lobster!", is located less than a mile from the Samoset Resort Golf Course and Rockland Breakwater Lighthouse, and within two miles of Owls Head Lighthouse and Owls Head Transportation Museum.
The 1300-square-foot house features two bedrooms, three bathrooms, and accommodates up to six guests, offering amenities such as a private patio, gas grills, a fully equipped kitchen, a fireplace, and a jetted tub.
Cove House With Private Pool, Ocean Views, Family - Rockland, ME
No reviews

Cove House With Private Pool, Ocean Views, Family

house, Owls Head
This pet-friendly cove house is located on Maker Cove Road in Owls Head, Maine, offering ocean views and proximity to Owls Head and Rockland.
This 2100 sq ft home accommodates up to 18 guests with 4 bedrooms and 2 bathrooms, featuring a private pool, spa, hot tub, fitness center, and free WiFi.
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 oceanfront home in Spruce Head, St. George, Maine, boasts direct beach access and is less than 15 minutes from Owls Head Regional Airport.
This 3,600-square-foot residence features four bedrooms, four bathrooms, a gourmet kitchen, infinity pool, private pier and dock, accommodating up to ten guests and offering easy access to Seal Harbor and Tenants Harbor Marina.
Renovated Turn Of The Century Farmhouse With Three Bedrooms - Rockland, ME
10 3 reviews

Renovated Turn Of The Century Farmhouse With Three Bedrooms

apartment, Rockport
This Rockport vacation home is located within 1.2 miles of Rockport Marine Park, the Andre the Seal Statue, and the Center for Maine Contemporary Art, offering easy access to local attractions.
This 3-bedroom, 3.5-bathroom house features a fully equipped kitchen, in-house laundry, a private garden, a fireplace, and a swimming pool; it comfortably sleeps one guest and is near Golfer's Crossing Mini Golf and Oakland Park Bowling Lanes.

Find the Best Seaside Vacation Rentals in Rockland, ME

Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Rockland, ME. Book your next shoreside stay today.

Lobster Bill - Spruce Head Island, Usa - Rockland, ME
8.0 17 reviews

Lobster Bill - Spruce Head Island, Usa

apartment, South Thomaston
Seaside House/downstairs - Rockland, ME
9.8 170 reviews

Seaside House/downstairs

apartment, Rockport
River Watch Cottage - Rockland, ME
10 83 reviews

River Watch Cottage

apartment, Cushing
Br Elegant Ocean View Home W/ Hot Tub - Rockland, ME
10 1 review

Br Elegant Ocean View Home W/ Hot Tub

apartment, Rockport

Browse Luxury Vacation Rentals in Rockland, ME

Experience 5-star comfort in a luxury Rockland, ME vacation rental designed with premium amenities throughout.

Rockport Harbor - Rockland, ME
9.8 41 reviews

Rockport Harbor

apartment, Rockport

Choose the Right Vacation Rentals with a Steam Room in Rockland, ME

Elevate your wellness routine with a vacation rental featuring a sauna in Rockland, ME , ideal for a restorative end to your day.

Enchanting Stay - Rockland, ME
9.5 143 reviews

Enchanting Stay

apartment, Owls Head
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