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

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!

Camden Intown House. Lovely upstairs suite.
The Camden Intown House is an upstairs comfortable 3 room guest suite. A spacious bedroom w new queen bed, antique desk and a TV sitting area. A large ensuite bath w tub, 2 sinks. There is also a separate living/dining room makes this the perfect spot to rest/recoup. Most all your homey needs can be met. The is not a full kitchen but food prep space, coffee maker, microwave, toaster and refrigerator are accessible 24/7. NO CLEANING LISTS! VACCINATION REQUIRED Minimum 3 day stay for holidays

Drift Cottage near the coast
This simplistic cottage sits atop a blueberry hill in Union Maine. Sit and enjoy a fire and view of the hills. It's only a 3 minute walk to groceries, pizza, Cafe, and The Sterlingtown restaurant, with outdoor seating and live music! or get take out and enjoy the outdoor Asian inspired dining area for an unforgettable night! perfect overnight spot on the way to Acadia! 1.5 hours away. 15 minutes to Owls Head, Camden, Rockland. Perfect cental spot for day trips to the prettiest of Maine!

Little Apple Cabin on 5 acres, amazing stargazing!
Cabins don't come much cuter than Little Apple Cabin. It's as if someone stayed here and *then* invented the word 'CabinCore'. Nestled in the magical woods of Midcoast, Maine, this cabin is the perfect getaway. Located just 25 minutes from the coast, it's the perfect spot for exploring all that the midcoast has to offer. 20 minutes to Camden and Rockland, 25 minutes to Belfast. (No hunting allowed). Surround yourself by the forest, stargaze all night, and rejuvenate in nature.

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.

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.

Searsmont Studio
Fight inflation with a reasonably priced Maine vacation. Low prices, excellent value. Check our ratings. Peak Foliage Oct. 14-20 Entire studio efficiency apartment w/ private entrance above our garage. Fully furnished, including washer and dryer. Country setting on quiet road. Starlink High Speed WiFi/Satellite TV, full kitchen. gardens, lawns and picnic table. Close to Camden, Rockport and Belfast, but in the country.

Peaceful Guesthouse in Rockport
This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.
Popular amenities for Rockport family-friendly rentals
Family-friendly home rentals with a hot tub

Raven's Crossing - Kate's Cottage

Lovely new loft in permaculture gardens

Beachfront Guest Cottage - Year-round Hot Tub!

Hallowell Hilltop Home with Hot Tub & Sauna

Cute Midcoast Cottage w Hot Tub

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Modern Cabin in the Pines • Hot Tub + Near Acadia

Penobscot Bayview Fireplace Hot tub
Family- and pet-friendly home rentals

Loon Lodge

Peaceful & private waterfront cabin

"The Lair" Guesthouse

Coastal Vintage Living

The Birch Bark Cabin

Sheepscot Harbour Cottage/waterview

Camp at Shale Creek Homestead

Fox and Bird Retreat on Davis Stream
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm

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

Coastal Retreat with Pool and Cheerful Vibes

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Loon Sound Cottage, On the Water

Ocean View Retreat with Heated Pool / Hot Tub
When is the best time to visit Rockport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $353 SGD | $346 SGD | $327 SGD | $374 SGD | $346 SGD | $385 SGD | $401 SGD | $424 SGD | $387 SGD | $327 SGD | $353 SGD | $366 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals that are family-friendly in Rockport

Total holiday rentals
Explore 200 holiday rentals in Rockport

Nightly prices starting at
Rockport holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 7,430 verified reviews to help you choose

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
200 of Rockport holiday rentals include wifi access

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

4.9 Average rating
Rockport 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
- Acadia National Park Pond
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Sandy Point Beach
- Hunnewell Beach
- Bear Island Beach
- Sand Beach
- Maine Maritime Museum
- Lighthouse Beach
- Eaton Mountain Ski Resort
- Brunswick Golf Club
- The Camden Snow Bowl
- Kebo Valley Golf Club
- Spragues Beach
- Wadsworth Cove Beach
- Farnsworth Art Museum




