
Family-friendly holiday rentals in Rockland
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Top-rated family-friendly rentals in Rockland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Oceanview Escape near Maine Beaches
Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included

Hobb’s House - Year Round Log Cabin on the Water
Cozy 2 Beds, 1 pullout sofa bed, 2 Bedroom, 2 Bath Log Cabin with water/mountain views on Hobb’s Pond. Relax on the dock, grill from the deck, canoe (1)/kayaks (2)/swim during the day and relax with your streaming services on the smart TV at night. 5min drive to the Camden Snow Bowl for ski/snowboard during the winter. Ice skate on the pond. Rent out a boat during your stay. 13 min drive to downtown Camden for great restaurants and a sunset cruise on a sailboat. Close proximity to hiking trails!

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!

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

Seaside House/Upstairs
Enjoy everything coastal Maine has to offer with this as your home base. The views are outstanding and the house is well appointed and well maintained. This house encompasses the second and third floors, with great ocean views. The first floor is a separate apartment. The property has a large back yard to relax or play in and a dedicated BBQ. The house sits across the street from Clam Cove and is not directly on the beach. Beach access is private, quick and easy.

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

Charming, Family-Friendly Historical In Town Home
STR26-48 Sadler House is an in-town historic home located just blocks from Main Street. We have made it truly convenient for families, with flexible sleeping arrangements in three cozy upstairs bedrooms, two full baths, a fully equipped kitchen, large dining table, living room, and sun room. Walk to shops, restaurants, museums and the harbor in minutes. Our house is the perfect home base for exploring all that the beautiful midcoast has to offer.

Sweet home away (pet friendly)
Single floor living at its finest. Conveniently located to both Camden and Rockland, enjoy this 3 bdrm 1.5 bath home in a great country setting. Just 1/2 mile to route 1 and very close to the ocean. Come enjoy the large back deck over looking the peaceful maine woods. The front door in about 50’ from the road, which can be busy at certain time of the day. There is 1 ring doorbell for everyone’s security outside the front door of the house.

Salty Dog Hilltop Guest Suite (permit #STR25-8)
This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Sweet Willow Suite, Rockland, private 1st floor
Clean, cozy, and quiet, 1-bdrm apartment. Sweet Willow is downtown Rockland, 2 blocks from Main St. and the waterfront. 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.
Popular amenities for Rockland family-friendly rentals
Family-friendly home rentals with a hot tub

[Trending Now]Belfast Ocean Breeze

Lovely new loft in permaculture gardens

Hallowell Hilltop Home with Hot Tub & Sauna

Cute Midcoast Cottage w Hot Tub

Modern Treehouse w/Water Views+Cedar Hot Tub

Birch Hill Cabin w/Hot Tub

Lakefront: Private Hot Tub, Sauna & Free Massages!

Cozy log cabin on private pond, near Reid St Park!
Family- and pet-friendly home rentals

Simple Boothbay Log Cabin on Water

Renovated historical Waterfront farm

Our charming,oceanfront, Bradford point cottage

Rustic Farmhouse at Oxbow Brewery

Superb Location w/EV Hk up & Walk to town & ocean

Charming Cottage With Spectacular Water View

Romantic Coastal Escape near Harbor

Belfast Harbor Loft | Downtown
Family-friendly home rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

Cozy Studio Flat, Belgrade Lakes Region

Resort-like 2 bed/1 bath - seasonal pool/hot tub

Luxe Liberty: Getaway with Heated Indoor Pool!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Loon Sound Cottage, On the Water

Loft Apartment on Tree-Lined Street in Falmouth

Apt in Victorian Mansion w/ Pool, Hot Tub, Parking
When is the best time to visit Rockland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ÂŁ131 | ÂŁ138 | ÂŁ142 | ÂŁ149 | ÂŁ182 | ÂŁ199 | ÂŁ223 | ÂŁ223 | ÂŁ193 | ÂŁ176 | ÂŁ133 | ÂŁ147 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Rockland

Total holiday rentals
Explore 80 holiday rentals in Rockland

Nightly prices starting at
Rockland holiday rentals start at ÂŁ37 per night before taxes and fees

Verified guest reviews
Over 4,000 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Rockland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rockland rentals

4.9 Average rating
Rockland stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a hot tub Rockland
- Pet-friendly rentals Rockland
- Rentals with pools Rockland
- Rentals with a fireplace Rockland
- Rentals with a firepit Rockland
- Rentals with a patio Rockland
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- Family-friendly rentals Knox County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Acadia National Park
- Acadia National Park Pond
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Sand Beach
- Maine Maritime Museum
- Farnsworth Art Museum
- Rockland Breakwater Light
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Reid State Park
- Cellardoor Winery
- Camden Hills State Park




