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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

River House. Cozy Maine Home.  River View.  Minutes From Ocean, Lighthouses. - Rockland, ME
9.6 15 reviews

River House. Cozy Maine Home. River View. Minutes From Ocean, Lighthouses.

apartment, South Thomaston
This South Thomaston vacation home is conveniently located within 3 miles of the General Henry Knox Museum and the Maine State Prison Store, and 6 miles from the Owls Head Transportation Museum and Breakwater Vineyards.
This pet-friendly, 4-bedroom, 3-bathroom house comfortably sleeps 8 guests and features a fully equipped kitchen, laundry facilities, a private balcony, a smart TV, and outdoor barbecue grills; nearby attractions include General Henry Knox Museum, Maine State Prison Store, Owls Head Transportation Museum, and Breakwater Vineyards.
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.
Birch Tree Retreat, 6-bedroom Family Getaway Spot - Rockland, ME
No reviews

Birch Tree Retreat, 6-bedroom Family Getaway Spot

house, South Thomaston
Birch Tree Retreat, a spacious holiday home in South Thomaston, offers a tranquil escape with convenient access to local attractions.
This 3,610 sq ft residence features six bedrooms and three bathrooms, accommodating up to 20 guests with amenities like a full kitchen, air conditioning, a spa, and an outdoor fireplace.
Pirate's Den On The Wharf - Rockland, ME
No reviews

Pirate's Den On The Wharf

house, South Thomaston
Pirate's Den on the Wharf is a two-bedroom holiday home located directly on the waterfront in South Thomaston, offering a prime spot with convenient access to local amenities and scenic views from its balcony. This pet-friendly cottage provides 900 square feet of living space for up to 11 guests, featuring a fully equipped kitchen, air conditioning, a spa, an outdoor fireplace, and free 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.

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.
Tranquil Waterfront Near Rockland, Rockport, Camden - Dog Friendly - Rockland, ME
9.8 98 reviews

Tranquil Waterfront Near Rockland, Rockport, Camden - Dog Friendly

apartment, South Thomaston
This South Thomaston waterfront vacation home, five miles from Rockland and fifteen miles from Camden and Rockport, offers private dock access to a tidal river leading to the Gulf of Maine.
The 2,800-square-foot craftsman-style house sleeps eight, features three bedrooms and three bathrooms, a fully equipped gourmet kitchen, high-speed Wi-Fi, and is conveniently located near Primo restaurant and Camden Hills State Park.
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 beachfront St. George vacation rental, located in Tenants Harbor, offers easy access to Tenants Harbor Marina (2.2 miles), Marshall Point Lighthouse (9 miles), and the General Henry Knox Museum (9 miles).
This five-bedroom, three-bathroom farmhouse sleeps eight, boasting a fitness center, air conditioning, a terrace, a garden, and barbecue grills, along with a playground and direct ocean views.
Charming Cottage With Modern Updates, Bbq Grill, And Nearby Attractions - Rockland, ME
No reviews

Charming Cottage With Modern Updates, Bbq Grill, And Nearby Attractions

house, Union
Come Spring Hideaway, a three-bedroom house in Union, Maine, is conveniently located near Mount Battie (17 miles), Camden Hills State Park (14 miles), and other attractions.
This 1190-square-foot rental sleeps up to 11 guests and features a fully equipped kitchen with a dishwasher and microwave, laundry facilities, and a private entrance.

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

Charming 3-bedroom House With Ac And Wifi In Thomaston - Rockland, ME
10 14 reviews

Charming 3-bedroom House With Ac And Wifi In Thomaston

apartment, Thomaston
This Thomaston vacation home offers stunning coastal views and is conveniently located near the General Henry Knox Museum and Maine Lighthouse Museum.
The 2,050-square-foot house features three bedrooms, three bathrooms, and can comfortably accommodate six guests, boasting amenities such as WiFi, air conditioning, a dishwasher, and a private garden with parking.
Waterfront Home With Beautiful Bay Views - Near Shops & Dining - Rockland, ME
9.4 36 reviews

Waterfront Home With Beautiful Bay Views - Near Shops & Dining

apartment, Owls Head
This oceanfront house in Owls Head offers panoramic views of Penobscot Bay, located just a short drive from downtown Rockland and close to Owls Head Lighthouse and Owls Head State Park.
This 1540-square-foot rental accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, gas fireplace, complimentary WiFi, and an outdoor gas grill, with winter activities like skiing and ice skating nearby.
Rockport Harbor - Rockland, ME
9.8 41 reviews

Rockport Harbor

apartment, Rockport
This Rockport apartment rental is conveniently located near Rockport Harbor, within walking distance of the village center and a short drive from Camden and Rockland.
The one-bedroom, one-bathroom unit sleeps two guests and includes a kitchen with a refrigerator and microwave, parking, and internet access; nearby attractions include Aldemere Farm, Beauchamp Point, and Harkness Nature Preserve.
Stunning 3br - Steps From Downtown Rockland - Rockland, ME
No reviews

Stunning 3br - Steps From Downtown Rockland

apartment, Rockland
This multi-level residence is located on a quiet residential street in downtown Rockland, just a few blocks from the Farnsworth Art Museum and Penobscot Bay waterfront.
This three-bedroom, three-bathroom apartment accommodates up to six guests and features a chef's kitchen, private balcony, in-unit laundry, and off-street 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.

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.
20%off Townhouse Cottage Oceanfront Complex Adj. Samoset Golf Resort+lighthouse - Rockland, ME
9.8 39 reviews

20%off Townhouse Cottage Oceanfront Complex 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.
Renovated Turn Of The Century Three Bedroom Farmhouse - Rockland, ME
10 3 reviews

Renovated Turn Of The Century Three Bedroom Farmhouse

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.
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.

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.

Cottage With Iconic Harbor And Mountain Views - Rockland, ME
9.8 100 reviews

Cottage With Iconic Harbor And Mountain Views

cottage, Rockport
3 Bedroom 2 1/2 Bath Apartment With Views Of Rocklan - Rockland, ME
No reviews

3 Bedroom 2 1/2 Bath Apartment With Views Of Rocklan

house, Rockland
Waterfront Home With Beautiful Bay Views - Near Shops & Dining - Rockland, ME
9.7 3 reviews

Waterfront Home With Beautiful Bay Views - Near Shops & Dining

house, Owls Head
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

Browse Luxury Vacation Rentals in Rockland, ME

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

Teacup Apartment - Rockland, ME
10 1 review

Teacup Apartment

apartment, Rockland

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.

Ocean Viewsof Rockland Harbor.... - Rockland, ME
10 15 reviews

Ocean Viewsof Rockland Harbor....

apartment, Rockland
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