
Family-friendly vacation rentals in Woolwich
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Top-rated family-friendly rentals in Woolwich
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Pet Friendly Audubon Bring Your Fishing Gear!
Enjoy the view from this wonderful 1940's waterfront cottage on the Sasanoa River in Woolwich. From here access Reid or Popham Beach State Parks with ease. Visit Maine Maritime museum in Bath, the "City of Ships." Head to Portland for a night out. Just relax and watch the seals, osprey and eagles. Rent a boat to enjoy all this extremely special waterway has to offer. Around the corner is the Kennebec River and Merrymeeting Bay, to the south you'll discover Phippsburg and historical Fort Popham.

Tiny A-Frame Romantic Getaway
Camp Lupine is a brand new Luxury 400 sq ft Tiny A-Frame tucked away on a private wooded lot with a small stream just a quarter mile off Coastal Route 1. With Historic Wiscasset, Booth Bay, Bath, Freeport, and Portland all at your fingertips, it’s the perfect romantic getaway. Spend your days exploring coastal Maine and your nights soaking in the hot tub with a glass of Malbec. Stay for a while and explore the growing restaurant scene in Wiscasset and the entire Midcoast region. See you soon!

1820s Maine Cottage with Garden
Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Waterfront Sunrise Cove Cottage
Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! This is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Not recommended for those with mobility issues. Bathroom is downstairs, bedroom is upstairs. Owners live on property with small dog.

Little Cottage on the Kennebec
77 Washington is tucked along the shores of the Kennebec River in Bath. Centrally located along the coast between Boothbay Harbor and Freeport, both of which are about 30 min drive. We are adjacent to the South End Boat Launch, your portal to the open ocean! The cottage is just a short walk to the Maine Maritime Museum and only 15 miles from both Popham Beach State Park and Reid State Park. Master bedroom has private balcony and first floor offers cute galley kitchen and screened porch.

The Stilt House
Once the island Trading Post (in the 1820's) now serves as a private retreat on Westport Island. The whole property has been listed on the National Register of Historic Places since 1982. The building is nestled at the water's edge, half on land and half on stilts over the tidal waters of the Sheepscot River. The property has its own private deck, island, rocky beach, trails and hammock. This is an old structure - over 200 years old! A great piece of history and an absolute oasis.

Apartment over shops in Bath Historic District
Light and bright upstairs loft style apartment with huge windows and style to spare. This is one of three apartments in the upper floors of an awesome renovated historic building in the center of Downtown Bath's historic district. Large livingroom windows look out over Centre Street where you'll find restaurants, a bookshop, bakery, art gallery and Bath Natural Market. A shared washer/dryer is in the building and there is off street parking for your use, free (one car).

Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit
Unwind at your own studio cabin with forest views, private sauna & pond! * New Private Cedar & Glass Barrel Sauna * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit * Outdoor Shower * Rain Shower & Heated Bathroom Floor * AC/Heat * TV & Record Player w/Vinyl * Fast Wifi *Spruce Studio is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart & separated by a privacy screen and natural landscaping.

Retreat at Sea Cloud Cottage in Historic Wiscasset
Welcome to Sea Cloud Cottage - A Charming Retreat in Wiscasset, Maine Sea Cloud Cottage is a beautiful one-bedroom home, once the guest house to the larger Acorn Cottage next door. Perfectly designed for a couple or small family (with an extra child or adult on the pull-out sofa), this 900-square-foot gem offers an inviting, comfortable space for your getaway. You can also rent it alongside Acorn Cottage for larger parties, accommodating up to 9 guests.

Private Guest Apartment with separate entrance.
Your perfect base for discovering all the wonderful places Midcoast Maine has to offer. Located on a peaceful wooded lot, this one bedroom apartment sits on the ground floor of our 2-story home. Separate private deck entry with parking. sitting room with a dining table that looks out onto the deck, queen bedroom, private bathroom with jetted tub and separate shower, fully equipped kitchenette; NEW FURNACE-quiet and efficient.
Popular amenities for Woolwich family-friendly rentals
Family-friendly home rentals with a hot tub

LuxuryTreehouse w/ Hot Tub Near Sunday River

Tiny house in the Birch Grove with private HOT TUB

Hallowell Hilltop Home with Hot Tub & Sauna

Downtown Hideaway-Loft HotTub Modern Clean Private

Lakefront: Private Hot Tub, Sauna & Free Massages!

Cozy log cabin on private pond, near Reid St Park!

SNOW SWEET, A Yurt for All Seasons

Cozy Rock Cabin #thewaylifeshouldbe
Family- and pet-friendly home rentals

Timeless Tides Cottage

Studio Apartment in Freeport

McKeen's Riverside Retreat

Naughty Dog Private Island Log Cabin

Maplenook Tiny Cabin - A Cozy Woodland Oasis

Cottage on Todd Bay

Renovated home with amazing waterfront views

Yurt on Chebeague Island
Family-friendly home rentals with a pool

Cozy Studio Flat, Belgrade Lakes Region

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

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Poolside Suite-Gateway to Portland

Steep Falls Escape, river & falls just steps away

Loft Apartment on Tree-Lined Street in Falmouth

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

OOB Oasis: 6BR Home w/ Private Pool Near Beach
When is the best time to visit Woolwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ665 | ﺩ.ﺇ690 | ﺩ.ﺇ672 | ﺩ.ﺇ679 | ﺩ.ﺇ885 | ﺩ.ﺇ933 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,172 | ﺩ.ﺇ1,006 | ﺩ.ﺇ834 | ﺩ.ﺇ859 | ﺩ.ﺇ595 |
| 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 vacation rentals that are family-friendly in Woolwich

Total vacation rentals
Explore 40 vacation rentals in Woolwich

Nightly prices starting at
Woolwich vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Woolwich vacation rentals include wi-fi access

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

4.9 Average rating
Woolwich stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Sagadahoc County
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- Sebago Lake
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Popham Beach State Park
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
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