Discover Your Perfect Rockland Vacation Homes

Best Vacation Homes in Rockland

10.0
Exceptional
(42 Reviews)
1400 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£324/Night For 7 Nights £2,266
9.5
Exceptional
(6 Reviews)
309.46 ft² 16 Guests 8 Bedrooms 8 Bathrooms
Family Friendly Bed & Breakfast
  • Parking
  • Child Friendly
  • Security/Safety
£144/Night For 7 Nights £1,009
10.0
Exceptional
(226 Reviews)
1 Bedroom 1 Bathroom
Couples Retreat Bed & Breakfast
  • Balcony/Terrace
  • Breakfast
  • Parking
£121/Night For 7 Nights £845
10.0
Exceptional
(21 Reviews)
400 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
£149/Night For 7 Nights £1,041
9.5
Exceptional
(2 Reviews)
1496.18 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Spa
  • View
  • Pet Friendly
£190/Night For 7 Nights £1,331
10.0
Exceptional
(15 Reviews)
1400 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£256/Night For 7 Nights £1,789
10.0
Exceptional
(3 Reviews)
1200 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£101/Night For 7 Nights £706
10.0
Exceptional
(1 Review)
1000 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£89/Night For 7 Nights £622

Rockland Luxury Rentals

8.8
Fabulous
(8 Reviews)
2500 ft² 6 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£1,525/Night For 7 Nights £10,675
New
8 Guests 4 Bedrooms 1 Bathroom
Pet Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
£383/Night For 7 Nights £2,683
9.6
Exceptional
(42 Reviews)
1500 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£351/Night For 7 Nights £2,456
10.0
Exceptional
(1 Review)
1500 ft² 6 Guests 4 Bedrooms 3 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
£316/Night For 7 Nights £2,215
9.6
Exceptional
(10 Reviews)
1347 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
£313/Night For 7 Nights £2,193
New
254.75 ft² 3 Bathrooms
Free Cancellation Hotel
  • Balcony/Terrace
  • Parking
  • Air Conditioner
£272/Night For 7 Nights £1,902
8.6
Fabulous
(5 Reviews)
597.39 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Apartment
  • Kitchen
  • Parking
  • Air Conditioner
£268/Night For 7 Nights £1,877
New
753.47 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
£264/Night For 7 Nights £1,851

Rockland Pet Friendly Vacation Rentals

9.8
Exceptional
(93 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£204/Night For 7 Nights £1,425
8.2
Excellent
(26 Reviews)
331.89 ft² 12 Guests 6 Bedrooms 6 Bathrooms
Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • View
£193/Night For 7 Nights £1,352
9.8
Exceptional
(73 Reviews)
1000 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£189/Night For 7 Nights £1,326
New
1345.49 ft² 6 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£185/Night For 7 Nights £1,295
New
3 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£88/Night For 7 Nights £618
10.0
Exceptional
(23 Reviews)
900 ft² 5 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£121/Night For 7 Nights £851
10.0
Exceptional
(1 Review)
1450 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£100/Night For 7 Nights £701
9.8
Exceptional
(116 Reviews)
1000 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£198/Night For 7 Nights £1,389

Rockland Large Vacation Homes

New
7 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Pet Friendly
  • Kitchen
  • Parking
£328/Night For 7 Nights £2,299
8.9
Fabulous
(26 Reviews)
363.28 ft² 36 Guests 12 Bedrooms 12 Bathrooms
Family Friendly Bed & Breakfast
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
£199/Night For 7 Nights £1,394
New
2114 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£143/Night For 7 Nights £999
8.2
Excellent
(241 Reviews)
32 Guests 20 Bedrooms 10 Bathrooms
Family Friendly Apartment
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
£201/Night For 7 Nights £1,410
4.9
Average
(17 Reviews)
3500 ft² 10 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Child Friendly
£490/Night For 7 Nights £3,432

Why Choose Rent By Owner for your Rockland Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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
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
autumn
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

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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
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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

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.

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.
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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.
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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.

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.

Frequently Asked Questions About Rockland?

1. What are the top vacation rentals in Rockland?

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 92 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

8.6
Fabulous
(368 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
£81/Night For 7 Nights £570
New
3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Pool
  • Balcony/Terrace
£270/Night For 7 Nights £1,888