Become a host

Family-friendly vacation rentals in Wiscasset

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Wiscasset

  • Total vacation rentals

    Explore 60 vacation rentals in Wiscasset

  • Nightly prices starting at

    Wiscasset vacation rentals start at G$23,012 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,420 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Wiscasset vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wiscasset rentals

  • 4.9 Average rating

    Wiscasset stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Wiscasset

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.
Home in Newcastle

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

FamilyKitchenLayout

4.98 out of 5 average rating, 209 reviews
Top guest favorite
A charming cottage is nestled among tall trees, featuring a welcoming entrance with wooden doors. A small porch is adorned with a chair, providing a peaceful spot to enjoy the surrounding woodland. Multiple windows enhance the cabin's light-filled exterior.
Cottage in Wiscasset

Waterscape Cottage - private waterfront

This is where you want to stay! Away from all the traffic and noise of HWY 1, down a long driveway but super close to the village. Perched on the hillside with elevated panoramic views of the river and Wiscasset Harbor. This adorable little building is post and beam construction - comfy, quiet, peaceful on 34 acres of woodlands and river front. Want to squeeze in more kids? Talk to us. 2 quiet nonaggressive furry friends welcome. $20 per nt. per pet paid on arrival. Max pet fee $100.

FamilyKitchenQuiet

4.89 out of 5 average rating, 325 reviews
Guest favorite
The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.
Cottage in Edgecomb

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 spacesKitchenRiver

4.97 out of 5 average rating, 381 reviews
Top guest favorite
A two-story home is set on a spacious, grassy lot surrounded by trees. A paved driveway leads to the front, where a walkway is bordered by shrubs and greenery. A serene, wooded backdrop completes the peaceful atmosphere of the property.
Guest suite in Woolwich

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.

FamilyIndoor spacesCleanliness

4.92 out of 5 average rating, 241 reviews
Top guest favorite
The modern retreat is nestled among trees, featuring a deck with outdoor seating and a picnic table. The structure showcases large windows, allowing natural light to fill the interior, with a welcoming red door standing out against the dark exterior.
Guesthouse in Newcastle

Modern 1-BR I Wooded Retreat I Mid-Coast Maine

Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!

FamilyIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 136 reviews
Top guest favorite
The cottage features a traditional design with natural wood siding and a spacious screened-in porch, offering views of the surrounding landscape. Tall trees frame the home, and uneven rocky terrain leads to the base of the structure, enhancing the natural setting.
Cottage in Edgecomb

Coastal Cotton Cottage on Sheepscot Harbour

Coastal Cotton Cottage is on beautiful Davis Island in a peaceful setting by the sea. Open the French doors from the living room and step out onto the spacious front porch to watch the sun set across Wiscasset Harbor. This cottage features two bedrooms downstairs and one single bed in the loft. NEW UPDATES THIS SPRING! Our cottage has been recently updated with fresh paint, new towels and new coastal interior decor.

Indoor spacesFamilyAccess

4.98 out of 5 average rating, 115 reviews
Top guest favorite
The exterior of a rustic mid-century cabin is framed by lush greenery, featuring a screened-in porch and wooden deck. Stairs lead up to the entrance, and natural stone accents create a seamless blend with the surrounding landscape.
Cabin in Boothbay Harbor

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).

FamilyKitchenCheck-in

4.98 out of 5 average rating, 284 reviews
Top guest favorite
Apartment in Wiscasset

Historic Elegance at The Sunken Garden Stay

Located in "The Prettiest Village in Maine," The Sunken Garden Stay is a charming apartment with views of the historic Sunken Garden landmark. This 1784 Colonial home is thoughtfully designed, blending open-plan living with warm, inviting spaces that reflect the character of its era. Complete with modern amenities, it offers the perfect mix of historic charm and contemporary comfort.

KitchenFamilyAmenities

5.0 out of 5 average rating, 157 reviews
Top guest favorite
Home in Wiscasset

Victorian Charm in Wiscasset, Maine: Acorn Cottage

A TRULY NOSTALGIC MAINE VACATION STAY. This spacious 1903 Masonic Victorian home in the “Prettiest Village” in Midcoast Maine offers 3 bedrooms, 1.5 baths, and is steps from local landmarks like world famous “Red’s Eats” for a lobster roll, boutique shops, antiques, art galleries, and restaurants. Just up the road is the award-nominated “Alna Store”!

FamilyKitchenBeach

4.99 out of 5 average rating, 182 reviews
Top guest favorite
A charming cottage is presented with a spacious front porch featuring multiple windows and a balcony above. The exterior showcases a combination of textured siding and stone accents, flanked by a neatly landscaped yard with a rock border.
Cottage in Edgecomb

Sheepscot Harbour Village - 3 Bd Condo Waterview

Relax with the whole family at this peaceful place to stay. This newly renovated and well kept cottage features water views and easy access to all attractions. Located with in Sheepscott Bay Village with Deep Water dock and on site restaurant (seasonal pop-up). You will be in the middle of it all.

FamilyIndoor spacesView

4.95 out of 5 average rating, 117 reviews
Top guest favorite
The exterior of a charming cottage is captured, featuring rustic wooden shingles. A set of double French doors is framed by greenery and shadows from surrounding trees. A small porch area is visible, leading to a well-maintained lawn.
Cabin in Edgecomb

The Highland Cottage on Sheepscot

NO HIDDEN FEES THE PRICE IS THE PRICE + CLEANING! Charming, updated, 1920's cottage directly on the banks of the Sheepscot bay. Cottage has - one bedroom with queen bed, bistro table for two, sitting area with sofa and cable television, small convenience kitchen area (no stove), full bath, linens

KitchenIndoor spacesBreakfast

4.88 out of 5 average rating, 1012 reviews
Top guest favorite
An entryway features a blend of natural light and neutral tones. A wooden sideboard and a blue chair provide seating, while a decorative rug adds warmth. Potted plants enhance the aesthetic, and a doorway leads into a spacious living area, subtly defined by a contrasting color scheme.
Apartment in Wiscasset

25 MIDDLE -Historic Village Apartment (Unit A)

25 Middle-Historic Village Apartment (Unit A) A charming first floor apt. in a renovated Victorian house, one block from shops, restaurants and historic sites. View of river, Full kitchen , lovely deck, and quiet courtyard garden. Tastefully decorated and highly rated.

KitchenIndoor spacesCheckout

4.95 out of 5 average rating, 124 reviews

Popular amenities for Wiscasset family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A modern A-frame structure is nestled within a wooded setting, featuring a dark exterior with wooden accents. Adjacent, a spacious gazebo is set on a gravel patio, furnished with a dining table and a comfortable seating area, surrounded by trees offering a sense of privacy.
Tiny home in Wiscasset

Tiny A-Frame Romantic Getaway

Indoor spacesFamilyAir conditioning

4.91 out of 5 average rating, 169 reviews
Guest favorite
The tree dwelling is elevated among sturdy trees, featuring a wraparound balcony surrounded by foliage. Large windows invite natural light, offering views of the lush surroundings. A rope bridge connects to another elevated structure, enhancing the unique treehouse experience.
Treehouse in Georgetown

Modern Treehouse w/Water Views+Cedar Hot Tub

Indoor spacesKitchenRiver

4.98 out of 5 average rating, 467 reviews
Top guest favorite
Cabin in Chesterville

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

KitchenIndoor spacesHiking

5.0 out of 5 average rating, 209 reviews
Guest favorite
Bus in Durham

Solar Powered Bus in Forest | Hot Tub + Wellness

Indoor spacesFamilyHiking

4.9 out of 5 average rating, 145 reviews
Top guest favorite
An open space features a vaulted wooden ceiling with beams and skylights. A cozy seating area includes a brown sofa and a modern coffee table. A wood stove adds warmth, while a well-equipped kitchen with dark green cabinets is visible in the background.
Tiny home in Freeport

Cozy Rock Cabin #thewaylifeshouldbe

KitchenIndoor spacesCleanliness

4.99 out of 5 average rating, 389 reviews
Top guest favorite
A charming off-grid cabin stands amidst lush greenery, featuring large front windows framed by wooden trim. A picnic table with potted flowers occupies a gravel area in front, inviting outdoor gatherings. Solar panels are visible on the roof, showcasing eco-friendly energy use.
Place to stay in Owls Head

A comforting sweet off grid cabin near the beach!

KitchenIndoor spacesQuiet

4.98 out of 5 average rating, 307 reviews
Top guest favorite
A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.
Home in Augusta

Lakefront: Private Hot Tub, Sauna & Free Massages!

Indoor spacesFamilyWifi

4.96 out of 5 average rating, 231 reviews
Top guest favorite
Home in Saco

Oceanfront Escape • Walk to Beach • Sleeps 14

KitchenIndoor spacesDecor

4.98 out of 5 average rating, 173 reviews

Family- and pet-friendly home rentals

Top guest favorite
Two wooden Adirondack chairs are positioned by the riverbank, offering a view of the calm water and lush greenery across the river. A small table sits between the chairs, surrounded by a sandy area dotted with leaves.
Cabin in Dresden

McKeen's Riverside Retreat

FamilyKitchenRiver

4.95 out of 5 average rating, 221 reviews
Top guest favorite
A rustic sliding barn door opens to reveal a laundry area just off the main living space. The walls are painted in a soothing green color, and warm sunlight filters through a window, highlighting the wood flooring and decorative accents above the door.
Apartment in Newcastle

Historic charm, Modern amenities, Walk downtown

FamilyKitchenHeating

4.99 out of 5 average rating, 156 reviews
Top guest favorite
The two-story cottage features a welcoming front porch with a green roof and an American flag. A gravel driveway leads to the house, surrounded by trees and green lawns, offering a peaceful and private setting.
Home in Bristol

Coastal Maine Retreat · Fire Pit · Walk to Harbor

Indoor spacesKitchenBeach

4.96 out of 5 average rating, 105 reviews
Top guest favorite
A spacious waterfront view captures the serene Kennebec River, adorned with small islands and surrounded by lush green trees. The sky is bright blue with scattered clouds, reflecting a tranquil natural setting.
Guesthouse in Bath

Waterfront Sunrise Cove Cottage

Indoor spacesFamilySleep quality

5.0 out of 5 average rating, 180 reviews
Guest favorite
Townhouse in Boothbay

Captain Fuller House: Boat Builders Retreat - Main

Indoor spacesKitchenAccuracy

4.78 out of 5 average rating, 132 reviews
Top guest favorite
Home in Bath

Beautiful Fall River Retreat

KitchenIndoor spacesParks

4.91 out of 5 average rating, 449 reviews
Top guest favorite
Home in Georgetown

Cottage on Todd Bay

KitchenFamilyHiking

4.98 out of 5 average rating, 154 reviews
Top guest favorite
A wooden dock extends into calm water, reflecting the clear blue sky and surrounding greenery. Trees line the shore, creating a serene backdrop for peaceful moments by the water.
Home in Friendship

Maine Waterfront Hideaway

FamilyIndoor spacesLayout

4.96 out of 5 average rating, 130 reviews

Family-friendly home rentals with a pool

Top guest favorite
A charming exterior of the historic residence showcases a well-maintained garden filled with vibrant purple flowers and greenery. The pale yellow siding of the house complements the octagonal window and green door, offering a welcoming appearance.
Apartment in Brunswick

Charming Saltwater Farm apartment

Indoor spacesFamilyDecor

4.99 out of 5 average rating, 245 reviews
Guest favorite
Home in South Thomaston

Large private area, close to Rockland

FamilyKitchenCleanliness

4.94 out of 5 average rating, 113 reviews
Top guest favorite
A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.
Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

KitchenFamilyTV

4.97 out of 5 average rating, 174 reviews
Guest favorite
The spacious loft is highlighted by 16-foot ceilings and multiple skylights. A queen bed is positioned near a cozy seating area, complemented by a wooden dining table. Eye-catching artwork adorns the walls, and natural light fills the room through large windows.
Loft in Falmouth

Loft Apartment on Tree-Lined Street in Falmouth

KitchenIndoor spacesLocation

4.95 out of 5 average rating, 700 reviews
Top guest favorite
A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.
Apartment in Portland

Luxury Retreat In Back Cove | 10 Min to Downtown

FamilyIndoor spacesGetting around

5.0 out of 5 average rating, 113 reviews
Guest favorite
The outdoor area features a circular pool surrounded by reclining lounge chairs with blue and white stripes. A stone patio is adorned with a wooden table and chairs, while lush greenery and flowering shrubs frame the scene under a clear blue sky.
Guest suite in Portland

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

KitchenIndoor spacesWalkability

4.93 out of 5 average rating, 145 reviews
Top guest favorite
Apartment in Portland

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

FamilyKitchenHiking

4.97 out of 5 average rating, 518 reviews
Guest favorite
A luxurious queen bed is adorned with intricate linens and decorative pillows. Two bedside lamps provide soft lighting, and large windows dress the space with natural light, framed by sheer curtains that enhance the overall elegance.
Apartment in Cape Elizabeth

Portland & Beach & Lighthouses! Romantic! Lovely

Indoor spacesFamilyHospitality

4.87 out of 5 average rating, 611 reviews

When is the best time to visit Wiscasset?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,699 GYDG$46,862 GYDG$53,138 GYDG$57,531 GYDG$53,347 GYDG$63,180 GYDG$64,016 GYDG$64,644 GYDG$62,552 GYDG$60,669 GYDG$53,347 GYDG$59,414 GYD
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°C-2°C

Destinations to explore