
Vacation rentals in Rockland
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Top-rated vacation rentals in Rockland
Guests agree: these stays are highly rated for location, cleanliness, and more.

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

A cute little gem in down east Maine
It’s a cozy, private and calm space. Kind of “quirky artsy zen”. Please note that there are steep stairs inside the apartment. Also stairs leading up to deck/door. We are on route one/Main st. This is a busy road. Guests say that the space is quiet. The location is convenient. 15 -20 minute radius to all the down east attractions. There are parks to walk dogs nearby. Laurels bakery is 2 minute walk down theThe downtown has restaurants, general store, coffee and art- to name a few things!

Sweet Willow Suite, Rockland, private 1st floor
Today, Oct. 20, we are seeing peak foliage here. Should be good for a couple more weeks. Sweet Willow is downtown Rockland, 2 blocks from Main St. and the waterfront. Clean, cozy and quiet, 1-bdrm apartment; 1st floor, 1-story separate building, with private entrance, light-filled open area, queen bed, full bath with walk-in shower. Suite includes many safety features. Host is hands-on and is happy to greet you at check-in, then respect your privacy. Licensed with the City of Rockland #STR25-6.

The perfect getaway - Camden/Rockport/Rockland
Bayview Suite is the perfect getaway! Centrally located in Rockport, allowing easy access to Camden, Rockland & Bar Harbor. Country living, yet close to downtown (2.5 miles) without the busy traffic and noise. Located on 20 acres with farmland and live stock surrounding this peaceful and beautiful property. Fresh local farm stands within walking distance. Mountain bike trail on property to reach the area ski lodge & swimming pond. Great for swimming, boating, fishing, biking, hiking & skiing.

Simplicity-Just what you need! STR24-20
The first legal tiny house in Rockland! All the comforts of home in this sweet tiny house. First floor living, open floor plan. Small but roomy. In walking distance to Main St, South end beach, the Lobster Festival, Blues Festival, Boat Show and more. You will love the simple concept this little gem offers whether just staying the weekend or for weeks. It is quiet and serene as you sit in the living space and have a warm cup of tea or a cold lemonade. We love our tiny house and hope you do too!

Downtown-Walk to All Things Rockland
Cute, convenient, and clean recently renovated 1930’s cottage has two bedrooms, sleeps 4, a private backyard, and is within walking distance to downtown, restaurants, nightlife, co-op & supermarket, museums, shops, art galleries, Harbor Park, ferry and the waterfront. Enjoy off-street parking and an ocean view with the sun glistening off the harbor at the end of the street. This is a perfect home-base for a coastal Maine vacation and festivals. Discounts offered for weekly and monthly stays!

Oceanside Loft in Downtown Rockland
✨ Stay in the heart of Rockland! This newly renovated one-bedroom loft on Main Street offers cozy charm with beautiful water views. The spacious kitchen has everything you need, and the living area features a sofa that easily converts into an extra bed. Just steps from the harbor and ferry, and surrounded by restaurants, shops, and galleries. Whether you’re here for a weekend getaway or a longer stay, this loft is the perfect home base for exploring all that Rockland has to offer. STR24-41

Coastal, relaxing, light-filled + walkable
This charming 1860s Cape Cod home, a block from the beach and picnic area, is in the peaceful South End. It offers a quiet escape from the busy city while being within walking distance of restaurants, museums, art galleries, shops, and the seasonal farmers' market. Inside, the house seamlessly blends traditional architecture with modern decor, featuring a spacious kitchen and updated bathrooms. The bright, welcoming space creates a calm and relaxing environment, ideal for a comfortable stay.

The Cottage at the McCobb House
Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

5 Laurel Studio private entrance STR20-69
Open concept small studio, private patio and entrance, full kitchen. *SHARED wall between studio and main house, therefore some shared noise. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOG

Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.
Popular amenities for Rockland vacation rentals
Stay near Rockland's top sights
Rockland boutique hotels

GL4 | Corner King w/ Harbor & Island Views!

Geneva Room in Historic B&B in Winterport, ME

Historic King Room in Boutique Hotel

Ocean Deck Rm | Lighthouse View | No Hidden Fees

Newly renovated , Motel Garden Room

Timberwind Room at the Beach Cottage Inn

The Isaac Evans - Inn on the Harbor

Quaint boutique accommodations with pool
Other great vacation rentals in Rockland

Extreme Oceanfront House

Cottages at Oakland Seashore (Cottage #8)

Cute Midcoast Cottage w Hot Tub

Trinity Cottage, Cozy 2 bedroom, walk to water.

Little Apple Cabin on 5 acres, amazing stargazing!

Spectacular view, Rockland Harbor

Cozy Cottage on the Bay

Cozy Midcoast Efficiency Apt
When is the best time to visit Rockland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,478 ZAR | R2,478 ZAR | R2,803 ZAR | R2,820 ZAR | R2,991 ZAR | R3,469 ZAR | R3,999 ZAR | R3,640 ZAR | R3,999 ZAR | R3,623 ZAR | R2,768 ZAR | R2,734 ZAR |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Rockland?
Four-legged friends are welcome in Rockland. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Rockland?
Yes! Work meets play with ease at over 60 vacation rentals in Rockland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Rockland vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Rockland, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Rockland have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Rockland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Rockland?
Rockland has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Rockland have a gym?
Absolutely! We offer over 10 condo rentals with a gym in Rockland. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Rockland have air conditioning?
Absolutely! We offer over 10 condo rentals with air conditioning in Rockland. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Rockland?
Experience the best of Rockland with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Rockland have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Rockland. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Rockland?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a gym, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Rockland

Total vacation rentals
Explore 160 vacation rentals in Rockland

Nightly prices starting at
Rockland vacation rentals start at R684 ZAR per night before taxes and fees

Verified guest reviews
Over 7,270 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
160 of Rockland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Rockland rentals

4.9 Average rating
Rockland stays are highly rated by guests—averaging 4.9 out of 5!
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- Acadia National Park
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Acadia National Park Pond
- Sandy Point Beach
- Hunnewell Beach
- Bear Island Beach
- Sand Beach
- Maine Maritime Museum
- Lighthouse Beach
- Brunswick Golf Club
- The Camden Snow Bowl
- Kebo Valley Golf Club
- Pebbly Beach
- Spragues Beach
- Wadsworth Cove Beach
- Farnsworth Art Museum
- Narrow Place Beach




