
Pet-friendly holiday rentals in Owls Head
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Owls Head
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

A cute little gem in down east Maine
It’s a cozy, private and calm space. Kind of “quirky artsy zen”. Please note that there are steep stairs inside the apartment. Also stairs leading up to deck/door. We are on route one/Main st. This is a busy road. Guests say that the space is quiet. The location is convenient. 15 -20 minute radius to all the down east attractions. There are parks to walk dogs nearby. Laurels bakery is 2 minute walk down theThe downtown has restaurants, general store, coffee and art- to name a few things!

Cottage by the sea private oceanfront shoreline
Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

Cozy Forest Loft (15 min to 3 cute towns)
Bright, cozy loft, surrounded by deep woods, a tranquil retreat offering true peace, separate from our home, w/ its own entrance; we're here if needed. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - woods rich with abundant birds, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. Dogs welcome, no cats due to allergies.

"The Lair" Guesthouse
"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

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 400 Mbs cable 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. Pet friendly!

Little Apple Cabin on 5 acres, amazing stargazing!
Cabins don't come much cuter than Little Apple Cabin. It's as if someone stayed here and *then* invented the word 'CabinCore'. Nestled in the magical woods of Midcoast, Maine, this cabin is the perfect getaway. Located just 25 minutes from the coast, it's the perfect spot for exploring all that the midcoast has to offer. 20 minutes to Camden and Rockland, 25 minutes to Belfast. (No hunting allowed). Surround yourself by the forest, stargaze all night, and rejuvenate in nature.

SILVER MOON, a Yurt for All Seasons
Silver Moon at The Appleton Retreat is quite private, check out the Trail Map. This contemporary yurt features a private therapeutic hot tub on the wrap around deck, a fire pit, and fast wifi. Silver Moon is located in a wooded area close to a bog that attracts a variety of wildlife. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

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.

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

Birch Hill Cabin w/Hot Tub
Birch Hill Cabin is set on the side of a hill, surrounded by almost 8 acres of woods. The cabin is 288 square feet, and the bathroom is detached and located approximately 20 feet from the cabin. A hot tub is conveniently located off the deck for ultimate relaxation! This cabin is tucked away, surrounded by nature! But also conveniently located to so many wonderful spots in the Midcoast! Come enjoy the peace and quiet, where you can rest and recharge!

Sweet home away (pet friendly)
Single floor living at its finest. Conveniently located to both Camden and Rockland, enjoy this 3 bdrm 1.5 bath home in a great country setting. Just 1/2 mile to route 1 and very close to the ocean. Come enjoy the large back deck over looking the peaceful maine woods. The front door in about 50’ from the road, which can be busy at certain time of the day. There is 1 ring doorbell for everyone’s security outside the front door of the house.

Coastal Vintage Living
This is a spacious 1000 sq. ft. apartment in my childhood home that has been renovated in Spring 2020 with a modern coastal theme and well appointed with vintage items. We have a well stocked kitchen, cozy dining/living room with a 43" Roku TV, and full laundry. Try a pastry from the professional baker across the road, take a walk down the street to Crockett's Beach, or go for a stroll in downtown Rockland. Remote check-in available.
Popular amenities for Owls Head pet-friendly home rentals
Pet-friendly house rentals

Harbor Breeze Camden - location , location

Rockport Oceanside Deck House

#1 NE Small Coastal Town- Castine, Shell Cottage

The Acadia House on Westwood

Classic Maine, Modern Comfort

Sunny Waterfront Home Overlooking Blueberry Field

Cozy Cottage on the Bay

Fall in Maine! Farm Stay with River.
Pet-friendly home rentals with a pool

Luxe Liberty: Getaway with Heated Indoor Pool!

The Jarvis Homestead | Historic Maine Mansion

Mercer Apartment in the Valley-Peaceful Country

Lawn Cottage - Newly Renovated 2024

Dog Friendly Midcoast Cape

Ocean View Retreat with Pool / Hot Tub

1798 - Spacious - Sleeps 10 - On Morgan Bay

Historic Harpswell Cottage, Ocean Views
Private, pet-friendly home rentals

Quarry House on Wheelers Bay

Cottages at Oakland Seashore (Cottage #8)

Four-Season Luxury Lakefront Cabin Close to Camden

Milk House

‘Round the Bend Farm - private, modern cabin

Private Bright Forest House by Lake

Wildwood Acadia Salt House: 55 minutes from Acadia

Modern Lakefront Estate | Hot Tub • Gym
When is the best time to visit Owls Head?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 SGD | $217 SGD | $204 SGD | $215 SGD | $197 SGD | $310 SGD | $271 SGD | $318 SGD | $270 SGD | $256 SGD | $227 SGD | $206 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 |
Quick stats about holiday rentals that are pet-friendly in Owls Head

Total holiday rentals
Explore 30 holiday rentals in Owls Head

Nightly prices starting at
Owls Head holiday rentals start at $117 SGD per night before taxes and fees

Verified guest reviews
Over 2,410 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Owls Head holiday rentals include wifi access

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

4.8 Average rating
Owls Head stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Halifax Holiday rentals
- Quebec City Area Holiday rentals
- Salem Holiday rentals
- Laval Holiday rentals
- Québec Holiday rentals
- Portland Holiday rentals
- Flat rentals Owls Head
- Beachfront rentals Owls Head
- Rentals with a washing machine and dryer Owls Head
- Rentals with a firepit Owls Head
- Chalet rentals Owls Head
- Family-friendly rentals Owls Head
- Rentals with a fireplace Owls Head
- Waterfront rentals Owls Head
- Rentals with beach access Owls Head
- Rentals with a patio Owls Head
- Cottage rentals Owls Head
- Rentals with outdoor seating Owls Head
- House rentals Owls Head
- Pet-friendly rentals Knox County
- Pet-friendly rentals Maine
- Pet-friendly rentals United States
- Acadia National Park
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Hunnewell Beach
- Sandy Point Beach
- Bear Island Beach
- Maine Maritime Museum
- Sand Beach
- Lighthouse Beach
- Kebo Valley Golf Club
- Brunswick Golf Club
- Pebbly Beach
- The Camden Snow Bowl
- Wadsworth Cove Beach
- Farnsworth Art Museum
- Narrow Place Beach
- Spragues Beach
- Three Island Beach
- Driftwood Beach