
Family-friendly holiday rentals in Woolwich
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Woolwich

Total holiday rentals
Explore 40 holiday rentals in Woolwich

Nightly prices starting at
Woolwich holiday rentals start at $153 SGD per night before taxes and fees

Verified guest reviews
Over 2,070 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Woolwich holiday rentals include wifi 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!
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.
KitchenFamilyAccuracy
4.91 out of 5 average rating, 227 reviews
Private & Peaceful Guest Suite With AC
Welcome to MJ Castle! Imagine waking up to a beautiful sunrise, bird chirping, quiet and peaceful environment. Whether you're traveling through or visiting family in town, this is a perfect place to Stay. Enjoy our guest suite in this beautiful design home. Our guest suite equipped with brand new composite deck, brand new furniture, along with other amenities. This property located on a quiet road right off Route 1, Closed to a boat launch and Downtown Wiscasset. More pictures coming soon!
KitchenFamilyHospitality
4.88 out of 5 average rating, 104 reviews
Waterfront Farmhouse with Modern Flair!
On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!
FamilyKitchenSleep quality
4.99 out of 5 average rating, 132 reviews
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.
FamilyIndoor spacesBack garden
4.94 out of 5 average rating, 132 reviews
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.
Indoor spacesKitchenParking
4.97 out of 5 average rating, 387 reviews
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).
Indoor spacesKitchenQuiet
4.73 out of 5 average rating, 153 reviews
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.
Indoor spacesKitchenAmenities
4.95 out of 5 average rating, 133 reviews
The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.
Indoor spacesKitchenLayout
5.0 out of 5 average rating, 155 reviews
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.
Indoor spacesFamilySleep quality
4.92 out of 5 average rating, 243 reviews
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.
Indoor spacesKitchenLocation
4.92 out of 5 average rating, 147 reviews
Lakeside 3 BR Cabin in Boothbay Harbor
This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).
FamilyKitchenQuiet
4.98 out of 5 average rating, 287 reviews
Bath Historic District Apartment
Located in the Bath historic district, this one bedroom apartment is located just a few blocks from downtown. The apartment has a queen bed in the bedroom and also a queen sleeper sofa in the living room. The home was built in the late 1700's, but with the recent upgrades, it now feels fresh with classic elements. Located in Midcoast Maine, this apartment is an quick drive to the beach, hiking trails and museums.
FamilyKitchenLocation
4.99 out of 5 average rating, 254 reviewsPopular amenities for Woolwich family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny A-Frame Romantic Getaway
FamilyKitchenSleep quality
4.91 out of 5 average rating, 172 reviews
Cozy Rock Cabin #thewaylifeshouldbe
Indoor spacesKitchenLocation
4.99 out of 5 average rating, 392 reviews
Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
FamilyKitchenLocation
5.0 out of 5 average rating, 212 reviews
Solar Powered Bus in Forest | Hot Tub + Wellness
FamilyIndoor spacesValue
4.9 out of 5 average rating, 146 reviews
Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
KitchenIndoor spacesHot tub
4.96 out of 5 average rating, 118 reviews
Romantic hideaway cabin w/ access to spa - 26
FamilyIndoor spacesHiking
4.98 out of 5 average rating, 122 reviews
Spacious Maine Hideaway with Hot Tub and Game Room
FamilyKitchenValue
4.98 out of 5 average rating, 100 reviews
The Barnhouse with hot tub
FamilyIndoor spacesCleanliness
4.97 out of 5 average rating, 206 reviewsFamily- and pet-friendly home rentals

Cottage on Todd Bay
FamilyIndoor spacesBeach
4.98 out of 5 average rating, 155 reviews
Oak Leaf
KitchenIndoor spacesBathroom
4.89 out of 5 average rating, 190 reviews
Peaceful & private waterfront cabin
KitchenIndoor spacesLayout
4.94 out of 5 average rating, 242 reviews
McKeen's Riverside Retreat
Indoor spacesKitchenHeating
4.95 out of 5 average rating, 222 reviews
Newly renovated 3BR house w/ stunning ocean views
KitchenFamilyCheck-in
4.96 out of 5 average rating, 128 reviews
Sheepscot Harbour Village - 3 Bd Condo Waterview
Indoor spacesKitchenHospitality
4.95 out of 5 average rating, 119 reviews
Lakeside retreat on quiet cove on Cobbessee Lake!
KitchenIndoor spacesCleanliness
4.84 out of 5 average rating, 115 reviews
Quaint & Peaceful Designer's Oceanfront Cottage
Indoor spacesKitchenView
4.85 out of 5 average rating, 241 reviewsFamily-friendly home rentals with a pool

Charming Saltwater Farm apartment
FamilyIndoor spacesHeating
4.99 out of 5 average rating, 249 reviews
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
KitchenIndoor spacesGetting around
4.96 out of 5 average rating, 178 reviews
OOB Oasis: 6BR Home w/ Private Pool Near Beach
FamilyKitchenLayout
4.96 out of 5 average rating, 158 reviews
Loft Apartment on Tree-Lined Street in Falmouth
Indoor spacesKitchenGrill
4.95 out of 5 average rating, 702 reviews
Luxury Retreat In Back Cove | 10 Min to Downtown
Indoor spacesFamilyDecor
5.0 out of 5 average rating, 116 reviews
Large private area, close to Rockland
FamilyIndoor spacesBack garden
4.94 out of 5 average rating, 116 reviews
Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
Indoor spacesFamilyHiking
4.98 out of 5 average rating, 522 reviews
Resort-like 2 bed/1 bath - seasonal pool/hot tub
FamilyIndoor spacesCheckout
4.93 out of 5 average rating, 147 reviewsWhen is the best time to visit Woolwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $231 SGD | $240 SGD | $233 SGD | $227 SGD | $299 SGD | $402 SGD | $396 SGD | $407 SGD | $350 SGD | $290 SGD | $299 SGD | $207 SGD |
| 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 |
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Salem Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Bar Harbor Holiday rentals
- Cambridge Holiday rentals
- New Haven Holiday rentals
- Sebago Lake
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Hills Beach
- East End Beach
- Fortunes Rocks Beach
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- The Camden Snow Bowl
- Funtown Splashtown USA
- Palace Playland
- Portland Museum of Art
- Maine Maritime Museum
- Reid State Park
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Bug Light Park
- Camden Hills State Park
- Farnsworth Art Museum
- Things to do Woolwich
- Things to do Sagadahoc County
- Things to do Maine
- Art workshops Maine
- Landmarks Maine
- Cultural tours Maine
- Water sports Maine
- Outdoors Maine
- Wildlife Maine
- Food tours Maine
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