
Family-friendly vacation rentals in Woolwich
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Woolwich
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

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.

Oak Leaf
Welcome to our charming 1940s cottage, nestled in the banks of the beautiful New Meadows River. This cozy getaway boasts stunning river views and vintage charm with all the modern comforts. With two bedrooms and a bright, airy living space, you’ll feel right at home. Conveniently located just off Route 1, you’re only 10 to 20 minutes from Maine’s top beaches, fine dining, and unique shopping experiences. Enjoy beautiful sunsets by the fire pit, unwind and make lasting memories by the river.

William Larrabee House
Stylish, spacious 1 bedroom apartment with separate entrance. On 2nd floor, 1 flight up. Air conditioning in the bedroom only. 1.5 blocks from the Kennebec River, a short walk to downtown Bath, Saturday farmers' market and restaurants... a 20 minute drive to some of Maine's most stunning beaches. Just 15 minutes to Brunswick, 20 minutes to Freeport and 45 minutes to downtown Portland. A perfect base for college visits (Bates and Bowdoin), overnight travel breaks, or exploring the midcoast!

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.

Serene, Spacious & Private Apt. near downtown Bath
"A bright star among Airbnbs" & "one of our favorite Airbnbs of all time" is how guests have described this spacious apartment with private entrance. Our space is a good match for quiet guests, as Erika works from home (we live upstairs). We honor guests' privacy while creating a special stay for you. LGBTQI+friendly. Max. 2 adults. No pets. Infants welcome but the apartment is not babyproof. No cigarettes on the property, but smoking (legal) weed on the patio is fine.

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).

The Cottage
Welcome to The Cottage—your cozy getaway in the heart of Bath, Maine! Perfectly situated near charming coastal towns, beautiful beaches, and scenic hiking trails, this retreat offers a comfy living area, fully equipped kitchen, and four inviting bedrooms. Sip your morning coffee from the sunny dining room window seat, or wind down by the fire pit out front. Note: The Cottage is attached to the owner’s home, but you’ll have full privacy throughout your stay.

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.

Spectacular River Retreat with Hiking Trails
Spectacular listing brought to you by seasoned Bath Superhosts! Enjoy sweeping views of the Kennebec River while cozying up by the fireplace. This modern art filled minimalist house sits on a bluff overlooking the Kennebec River and leads into Bath's peaceful Thorne Head Preserve, a vast network of trails that climb and hug the river's edge. It's just minutes away from downtown Bath, the historic and charming City of Ships.
Popular amenities for Woolwich family-friendly rentals
Family-friendly home rentals with a hot tub

LuxuryTreehouse w/ Hot Tub Near Sunday River

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Tiny house in the Birch Grove with private HOT TUB

Treehouse with Water Views + Cedar Hot Tub

Downtown Hideaway-Loft HotTub Modern Clean Private

A comforting sweet off grid cabin near the beach!

Luxury Year-round Treehouse with private hot tub

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

Studio Apartment in Freeport

Maplenook Tiny Cabin - A Cozy Woodland Oasis

Simple Boothbay Log Cabin on Water

Renovated home with amazing waterfront views

The Byre at Piper’s Pond

Wild Acres Yurt on 36 acres.

Yurt on Chebeague Island

Waterscape Cottage - private waterfront
Family-friendly home rentals with a pool

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

A Riot of Color at an Artist's Retreat on the Portland Line

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Starfish Condo Wells Beach

Steep Falls Escape, river & falls just steps away

Loft Apartment on Tree-Lined Street in Falmouth

OOB Oasis: 6BR Home w/ Private Pool Near Beach

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
When is the best time to visit Woolwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,864 GYD | G$39,328 GYD | G$38,282 GYD | G$38,701 GYD | G$50,416 GYD | G$53,135 GYD | G$64,850 GYD | G$66,733 GYD | G$57,319 GYD | G$47,487 GYD | G$48,951 GYD | G$33,889 GYD |
| 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 G$14,644 GYD 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
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Hills Beach
- Funtown Splashtown USA
- Palace Playland
- The Camden Snow Bowl
- Fortunes Rocks Beach
- Rockland Breakwater Light
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Camden Hills State Park
- Bug Light Park
- Aquaboggan Water Park





