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

Total holiday rentals
Explore 70 holiday rentals in Penobscot

Nightly prices starting at
Penobscot holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 3,140 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Penobscot holiday rentals include wifi access

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

4.9 Average rating
Penobscot stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Penobscot
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cozy cottage in Orland Village-Penobscot Bay area
Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

Private Lakefront Cottage Close to Bar Harbor
Newly renovated historic lakefront home on 8 acres with a lot of privacy. Conveniently located only 20 minutes from airport, this 2-story cedarshake home sits on the water's edge and is close to Bar Harbor and surrounding picturesque towns for shopping, restaurants and sightseeing. Large wrap-around porch (with dining table that seats 10 and several comfy seating areas) for family fun & outdoor dining. Large deck, perfect for swimming, lake fun and canoe rides. AC and heats in upstairs bedrooms.

The Cabins at Currier Landing Cabin 2: Meadow
Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

Lavender by the Sea
The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

Maine cabin coast & forest Acadia Bar Harbor
Retreating or working remotely here is a dream. Inspiration by wildlife, quiet time, focus and reflection, an incredible secluded ocean beach nearby. The cottage sits off the beaten path, yet is only 2.5 miles from stunning sunsets at the back shore beach. The small bedrooms have comfortable beds with 100% cotton linens and bedding, USB chargers, hi speed WiFi. Large country kitchen is a pleasure to cook in. Adventures-Penobscot Bay, miles of hiking trails, lighthouse & historic forts

New enchanting retreat near Acadia National
The camp is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of The Blue Hill Bay. This is an edge wood enchanting retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bear down the road eat them all. 3D nature is unfolding right in front of your eyes and Acadia National Park is 50 min drive from here. Oh man, you are free! 编辑

Gran Den Lakefront Home Near Acadia
Gran Den is a large, kid-friendly home on the sunset side of a 9 mi lake (Toddy Pond). Enjoy privacy, stunning elevated sunsets, a dock, raft, canoe, big yard and a tennis court! Deck spans the length of the home - great for grilling, sunbathing, meals, drinks, naps and stargazing. Waterfront and tennis ct only 100 ft from deck. Enjoy all nature offers, loons, bald eagles, humming birds – on a lake that you’ll feel like you own. Close to Acadia National Park, Deer Isle & Blue Hill.

Sea Pearl
This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Waterfront Getaway on the coast of Maine.
Cozy waterfront, two bedroom apartment with separate entrance and private deck overlooking the beautiful Maine coast. Walk the shore path through a field, filled with wildflowers, to a private cove on the Bagaduce River. The light filled apartment is located above the garage of a restored antique farmhouse and has beautiful water views from the living room and private deck. The perfect spot for a relaxing vacation on the coast of Maine.

Modern Cabin in the Pines • Hot Tub + Near Acadia
Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

Private Lakeside Camping in Penobscot, Maine
Private lakeside camping on Toddy pond in Penobscot, Maine 50 min. from Acadia and Bar Harbor. This 400 foot private wooded lakeside lot is available for camping. This rental is close to Acadia, Ellsworth, Bucksport and the Blue Hill Peninsula. Go out and explore the area attractions or stay put and swim, fish, and kayak on one of Downeast Maine's most popular lakes; Toddy Pond.

The Sunset Chalet | PERFECT Location!
Cozy lakefront cottage nestles in nature with private water access on beautiful Hancock Pond. Only 35 miles (45-60 minute drive) to Bar Harbor & Acadia National Park. Comfortably furnished with all the conveniences of home! Includes a dock, fire pit, and two kayaks. ***We are Dog Friendly!***
Popular amenities for Penobscot family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront near Acadia | Hot Tub| Kayaks| Bay View

Beachfront Guest Cottage - Year-round Hot Tub!

Field of Dreams Tiny Home

Canoe House Bungalow and Spa Retreat ,Searsport

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Unique, Whimsical Off-Grid Cabin

A comforting sweet off grid cabin near the beach!

Nashport on the Penobscot
Family- and pet-friendly home rentals

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

Acadia Treehouse near Bar Harbor - Private Luxury

Simple Boothbay Log Cabin on Water

Rustic Cabin on Beech Hill Pond near Acadia

Sunny Waterfront Home Overlooking Blueberry Field

2026 Spring Waterfront! Hi-Speed Wifi on Flat Bay

Quaint Oceanfront Island Cottage, off Bar Harbor
Family-friendly home rentals with a pool

Lovely 1 bedroom loft above garage, with big yard.

Camping Cabin at Wild Acadia

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

Coastal Retreat with Pool and Cheerful Vibes

New Boho Cape with Pool! Fenced yard, pet friendly

House in the woods

Ocean View Lawn Cottage - Newly Renovated 2024

Three Sisters Retreat
When is the best time to visit Penobscot?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 SGD | $224 SGD | $211 SGD | $186 SGD | $256 SGD | $288 SGD | $332 SGD | $333 SGD | $288 SGD | $293 SGD | $250 SGD | $233 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 |
Destinations to explore
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- Rentals with a firepit Penobscot
- Rentals with lake access Penobscot
- Pet-friendly rentals Penobscot
- House rentals Penobscot
- Rentals with beach access Penobscot
- Rentals with a washing machine and dryer Penobscot
- Rentals with a kayak Penobscot
- Rentals with outdoor seating Penobscot
- Rentals with a patio Penobscot
- Cottage rentals Penobscot
- Rentals with a fireplace Penobscot
- Waterfront rentals Penobscot
- Family-friendly rentals Hancock County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- Camden Hills State Park
- University of Maine
- Cellardoor Winery
- Schoodic Peninsula
- Moose Point State Park
- Bass Harbor Head Light Station
- Samoset Resort
- Maine Lighthouse Museum
- Hollywood Slots Hotel & Raceway
- Maine Discovery Museum
- Echo Lake Beach





