Best Vacation Homes in Rockland
House
10.0(45 Reviews)
2 Bedrooms
1 Bath
5 Guests
1400 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $514/Night
7 Nights - US $3,601
Bed & Breakfast
9.5(6 Reviews)
8 Bedrooms
8 Baths
16 Guests
309.46 ft²
Parking
Child Friendly
Security/Safety
US $194/Night
7 Nights - US $1,358
Bed & Breakfast
9.6(165 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast
Kitchen
US $314/Night
7 Nights - US $2,197
Apartment
10.0(22 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $200/Night
7 Nights - US $1,401
House
9.5(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1496.18 ft²
Spa- View
Pet Friendly- Parking
US $256/Night
7 Nights - US $1,792
House
10.0(15 Reviews)
2 Bedrooms
1 Bath
6 Guests
1400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $538/Night
7 Nights - US $3,766
Apartment
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
950 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $472/Night
7 Nights - US $3,301
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $133/Night
7 Nights - US $929
Rockland Luxury Rentals
Apartment
4 Bedrooms
2 Baths
8 Guests
1600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $975/Night
7 Nights - US $6,824
House
4 Bedrooms
2 Baths
10 Guests
2115 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $916/Night
7 Nights - US $6,410
House
9.8(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $882/Night
7 Nights - US $6,175
Apartment
3 Bedrooms
2 Baths
5 Guests
1100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $688/Night
7 Nights - US $4,814
House
4 Bedrooms
2 Baths
8 Guests
1603.82 ft²
- Fireplace/Heating
- Parking
Air Conditioner
Internet
US $663/Night
7 Nights - US $4,643
Condo
9.8(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
950 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $630/Night
7 Nights - US $4,407
House
3 Bedrooms
2 Baths
5 Guests
1097.92 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $602/Night
7 Nights - US $4,212
House
4 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $541/Night
7 Nights - US $3,788
Rockland Pet Friendly Vacation Rentals
House
9.8(94 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $278/Night
7 Nights - US $1,946
Bed & Breakfast
8.3(26 Reviews)
6 Bedrooms
6 Baths
12 Guests
331.89 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $260/Night
7 Nights - US $1,820
Apartment
9.8(73 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $387/Night
7 Nights - US $2,709
House
3 Bedrooms
2 Baths
6 Guests
1345.49 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $249/Night
7 Nights - US $1,743
Cottage
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $279/Night
7 Nights - US $1,956
Cottage
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $119/Night
7 Nights - US $832
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1450 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $141/Night
7 Nights - US $987
Apartment
9.8(116 Reviews)
3 Bedrooms
2 Baths
8 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $429/Night
7 Nights - US $3,006
Rockland Large Vacation Homes
House
5 Bedrooms
2 Baths
7 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $442/Night
7 Nights - US $3,094
Bed & Breakfast
9.0(34 Reviews)
12 Bedrooms
12 Baths
36 Guests
363.28 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- View
US $268/Night
7 Nights - US $1,876
House
4.9(17 Reviews)
5 Bedrooms
4 Baths
10 Guests
3500 ft²
- Balcony/Terrace
- Kitchen
- Child Friendly
Laundry
US $660/Night
7 Nights - US $4,620
Apartment
8.2(249 Reviews)
20 Bedrooms
10 Baths
32 Guests
Private Pool
Hot Tub- Fireplace/Heating
Pool
US $271/Night
7 Nights - US $1,898
Why Choose Rent By Owner for your Rockland Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Rockland
When should you plan your Vacation Rentals stay?
Knowing the best time to visit here can enhance your experience, as this destination offers unique seasonal charms that suit different travel preferences throughout the year.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination experiences its peak travel period, making it ideal for enjoying the region’s scenic beauty and lively local events.
Average Temperature Daytime: 75-80°F - Nighttime: 55-60°F
Fall (September to October)
The vibrant autumn foliage attracts many visitors seeking picturesque views and outdoor activities, creating a bustling atmosphere in the area.
Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F
Off-Season Highlights
Spring (April to May)
As the region awakens from winter, fewer travelers visit, offering a quieter environment to explore the natural beauty and enjoy more affordable vacation rentals.
Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F
Winter (November to March)
Cold winter months see a slowdown in tourism, making it a perfect time for those seeking solitude or winter sports from the comfort of cozy vacation rentals.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Weekly Weather Forecast for Rockland
How to Book Your Rockland Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Rockland
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas perfect for relaxing and taking in the fresh ocean air.
- Benefit from private or shared patios ideal for outdoor dining and socializing.
- Take advantage of well-maintained gardens that showcase the region's natural beauty.
- Make use of spacious yards suitable for family activities or outdoor games.
- Experience scenic views from decks overlooking the coastline or harbor.
- Access outdoor grills to prepare local seafood and regional cuisine.
- Utilize outdoor fire pits, perfect for cozy evenings after exploring here.
Top Attractions Around Rockland
What attractions are nearby?
While staying here, you can enjoy a variety of outdoor activities such as exploring scenic coastal trails, visiting local art galleries, or taking part in maritime excursions just moments from your vacation rentals in this charming region.
Family Activities
- Rockland Harbor Tours: Embark on a scenic boat tour in the area’s picturesque harbor to enjoy stunning views of Maine’s rugged coastline and active maritime life.
- Farnsworth Art Museum: Discover a rich collection of American art, including works from renowned Maine artists, offering an enriching cultural experience for the whole family.
- Downtown Rockland Waterfront: Stroll along the lively waterfront with its charming shops, fresh seafood eateries, and outdoor activities tailored for family fun.
- Penobscot Bay Maritime Museum: Engage with interactive exhibits and maritime history displays that bring to life the region’s seafaring traditions for visitors of all ages.
Adult Activities
- Attend the Maine Lobster Festival: Celebrate local maritime culture by experiencing this renowned festival, which features fresh lobster tastings, live entertainment, and artisan crafts, offering a memorable taste of the region’s traditions.
- Explore the Rockland Harbor Trail: Enjoy a scenic walk or bike ride along the harbor, taking in breathtaking views of the waterfront and active working harbor that define this coastal destination.
- Visit the Farnsworth Art Museum: Immerse yourself in American art with a focus on Maine artists, and appreciate the region’s cultural heritage through diverse exhibitions housed in this historic facility.
- Discover local galleries and shops: Stroll through downtown to browse unique art galleries, antique stores, and local boutiques that showcase the creative spirit and craftsmanship of this charming area.
Other Places to Stay in Rockland, ME
Sail Power and Steam Museum
Coastal Children's Museum
Snow Marine Park
Sandy Beach
Maine Coastal Islands National Wildlife Refuge Visitor Center
Rockland Harbor Park
Maine Lighthouse Museum
Buoy Park
Project Puffin Visitor Center
Carver Hill Gallery
Rockland Breakwater Lighthouse
Farnsworth Art Museum
Rockland Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Savor the region’s fresh seafood and local specialties to truly experience the culinary scene here.
- Visit Waterfront Areas: Take advantage of the scenic waterfronts for relaxing walks, boating, or simply enjoying the picturesque views around your stay.
- Plan Outdoor Adventures: Engage in activities like hiking or fishing to make the most of the natural beauty that defines this destination.
- Discover Cultural Events: Check out local festivals and art galleries, which showcase the vibrant community spirit of the area.
Transportation Options
- Rockland Ferry Service: You can enjoy scenic boat rides connecting the area to nearby coastal destinations, offering a unique perspective of the region's maritime charm.
- Local Bus Transit: The region's bus network provides convenient and affordable transportation options for exploring Rockland and its surroundings.
- Rental Cars: Renting a car allows you the flexibility to explore this seaside town and its scenic landscapes at your own pace.
- Taxi and Rideshare Services: Reliable taxis and rideshare options are available here, making short trips within the area simple and hassle-free.
Local Customs Options
- Clam Shucking Traditions: Locals take pride in their clam shucking heritage, and you'll often see community events celebrating this fresh local delicacy.
- Lobster Fishing Etiquette: Participating in or observing lobster fishing here involves respecting longstanding customs that support sustainable practices and maritime traditions.
- Seafood Festivals: The region hosts annual seafood festivals where traditional recipes and local flavors are showcased, giving you a taste of the area's culinary culture.
- Harbor Signaling Customs: Maritime signaling and greeting traditions still play a role in everyday life here, reflecting the area's enduring connection to its seafaring past.
Rockland Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Rockland?
There are a lot of options in Rockland. If you plan on staying in the Rockland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Rockland:
- In-town, coastal + relaxing in Rockland
- New England Farmhouse Loft
- Ocean viewsof Rockland harbor.
- Rockland Central Loft, heart of downtown
- Charming In-Town Rockland Home
- WATERSIDE RETREAT - City of Rockland
- The Lindsey Hotel
- Rockland Harbor, Restaurants & Art galleries steps away, 30 day minimum
- 1/2 Mi to Dtwn & Harbor Park: Home w/Large Yard!
- 250 Main Hotel
2. Which vacation homes in Rockland are best for families?
If you are looking for a family-friendly vacation home in Rockland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Rockland:
3. How many Rentbyowner vacation rentals are available in Rockland?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 96 in the Rockland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Rockland.
4. What is the cancellation policy for vacation rentals in this region?
Cancellation policies vary by property, so it's important to review the specific rental listing for details. You can usually find this information on the listing page or contact the owner directly for clarification.
5. How do I confirm my booking and what are the payment options?
Once you select your preferred vacation rental, you'll be prompted to complete the booking through the secure platform. Payment methods typically include credit cards and digital payment options, but it's best to check the listing for accepted methods and confirmation procedures.
6. Are pets allowed in vacation rentals here?
Pet policies differ depending on the property. To ensure your furry friends are welcome, review the listing's pet policy section or reach out to the host directly before making a reservation.
7. What amenities are typically included in vacation rentals around this destination?
Amenities vary by property, but common features may include Wi-Fi, fully equipped kitchens, laundry facilities, and parking. Specific amenities are listed on each property’s page, so reviewing those details will help you choose the best fit for your stay.
8. What should I know about check-in and check-out times for these rentals?
Check-in and check-out times are set by each owner and are specified in the listing details. It’s advisable to confirm these times with the host prior to your arrival to ensure a smooth check-in process.
Rockland Top Rated Vacation Rentals
Apartment
8.6(400 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $127/Night
7 Nights - US $886
Apartment
1 Bedroom
1 Bath
3 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $363/Night
7 Nights - US $2,541
