Pet-friendly holiday rentals in Deer Isle

4.92 out of 5 average rating, 355 reviews

A tiny house constructed with quality materials is visible amidst a lush green landscape. Bright purple flowers bloom in the foreground, complemented by a large stone. The house features large windows and a sleek design, surrounded by trees and open sky.

Tiny home in Stonington

Modern Coastal Tiny House Retreat + Private Sauna

Welcome to your modern coastal escape in the heart of Stonington — one of Maine’s most charming, artistic, and unspoiled working waterfront towns. This beautifully crafted tiny home blends luxury materials with timeless cabin warmth, offering a unique stay just a short walk from downtown shops, galleries, and restaurants. Relax in your private wood-fired sauna, unwind by the firepit, or watch the harbor glow at sunrise through the loft skylights. Perfect for couples, small families, or friends.

4.99 out of 5 average rating, 190 reviews

A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.

Guesthouse in Orland

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!

Home in Deer Isle-Stonington

A calm cove surrounded by dense green trees reflects serene water. A sailboat gently floats on the bay, complemented by soft rock formations emerging from the water's surface. Sunlight brightens the landscape, casting a tranquil atmosphere over the scene.

4.95 out of 5 average rating, 168 reviews

Blue Arches: waterfront vacation home on 18+ acres

A lovely custom-designed home nestled in a pristine oceanfront cove, Blue Arches offers 18 acres of privacy and relaxation on beautiful Deer Isle, Maine. Charming Stonington Village is just five minutes away & features harbor-front restaurants, shops, kayaking adventures, galleries and the acclaimed Opera House Arts center. Day trips to nearby Bar Harbor, Mt. Desert Island and Acadia National Park expand your possibilities and let you create a truly memorable vacation for your friends & family.

4.95 out of 5 average rating, 118 reviews

A bright and airy living space features large windows that overlook the peaceful waters of the Salt Pond. Comfortable seating arrangements include an armchair and chaise lounge, complemented by a decorative rug on polished wooden floors.

Home in Blue Hill

Sunny Waterfront Home Overlooking Blueberry Field

5 acres of lawns, gardens, and meadows and a gentle rocky beach on Blue Hill's Salt Pond, a protected inlet of the Atlantic Ocean. The house faces south towards the water and overlooks a gorgeous blueberry field that turns a majestic shade of deep red in the fall. Please feel free to reach out with us for more information or to inquire about a longer term booking. The house has two bedrooms and baths on the main level and an two additional bedrooms, bathroom, and living space downstairs.

4.95 out of 5 average rating, 113 reviews

Apartment in Stonington

The American Eagle - Inn on the Harbor

The American Eagle is a gorgeous unit with 2 bedrooms: one with twin beds and a master bedroom room furnished with one queen, full bath, hairdryer, tv with cable, and free wifi. The fully furnished kitchen is equipped with pots and pans along with plates and cutlery. Enjoy the dining room set for four or relax in the cozy sitting area with a large window facing the harbor and an electric fireplace. Access to a private deck and stunning harbor water views of Stonington's historic waterfront.

4.99 out of 5 average rating, 233 reviews

Bungalow in Sedgwick

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and secluded, this 2,000 sf modern luxury cottage nestled on 12 private acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

4.92 out of 5 average rating, 261 reviews

A fire pit is set beside the calm waters of Long Pond, reflecting the soft colors of the evening sky. Surrounding trees create a natural frame, enhancing the serene atmosphere of this waterfront location.

Cottage in Bucksport

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

Need to escape the hustle and bustle or a cramped work from home life? The year-round lakehouse is perfect for the outdoor recreational enthusiast, the work-from-home adventurist, a family trip to Acadia, or a cold-weather spa escape. Enjoy this spacious waterfront home in Bucksport, Maine. Relax in the spa tub, fish from the included canoe and kayak, or work remotely with a view. When you want to explore, the home's location is convenient to Bangor, Brewer, Ellsworth, and Bar Harbor!

4.99 out of 5 average rating, 122 reviews

The exterior of a charming tiny house showcases a light gray wooden façade and a green roof. The building features several large windows, allowing natural light to enter. Surrounding trees and rocky terrain add to the serene landscape.

Cottage in Stonington

Stonington Harbor Cottage

SPECIAL: 10% discount for a 28+ day stay. This bright and cozy two-room TINY HOUSE was built in 2018 as a honeymoon suite. A full kitchen with cookware, dinnerware, coffee pot, microwave. A heat pump provides heating and cooling. Shaded picnic table and small propane grill. Two-night minimum with parking for one car only (no trucks/trailers). Ask about extra parking. One well-behaved dog is allowed, note $35 pet fee. No other pets or children. No TV, good wifi. 10pm quiet zone.

4.8 out of 5 average rating, 123 reviews

Guesthouse in Brooklin

Brooklin Cozy Cottage *Spectacular Sunsets*

Rustic Maine Retreat with Stunning Views Cozy 1BR/1BA carriage house in Brooklin, Maine—right next to the historic Rockbound Chapel. Features classic pine paneling, a vintage Kelvinator fridge, full kitchen (stove, microwave, coffee pot, kettle), oversized leather couch, and smart TV with DVD player. Private deck offers breathtaking seasonal views of Eggemoggin Reach. Peaceful, rustic charm just 20 mins to Blue Hill, 45 mins to Acadia, 1 hr to Bar Harbor or Bangor.

4.89 out of 5 average rating, 158 reviews

A charming cottage exterior is framed by lush green grass and shrubs. A stone pathway leads to the entrance, while the sky above features soft clouds, suggesting a warm day. The cottage is adorned with wood shingles and large windows, providing a welcoming appeal.

Cottage in Deer Isle

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

The Ferrykeeper’s Cottage is a light filled oasis, surrounded by water, meadows & views of the famous Eggemoggin Reach. Our cottage offers handcrafted counters, stone sinks, & oceanic tile to create a unique setting. 3 houses to the beach. Borrow a kayak & explore our shore. Property borders Scott’s Landing - a treasure trove of birds, sand dollars, porpoises, seals & a family of foxes. *Queen bed + flip down sofa (latter suitable for 1 adult OR 2 small kids)

4.9 out of 5 average rating, 137 reviews

A charming cottage exterior is framed by two trees, featuring a striking red door and black shutters on white siding. Two wooden benches are positioned in front, alongside a picnic table, inviting outdoor gatherings and relaxation.

Cottage in Trenton

14 1Br Cottage in Bar Harbor Open Hearth Inn

Cottage 14 is a quaint rustic cottage with one king bed, a full bath with shower, A/C, mini-fridge, cable, television, iron/ironing board, hairdryer, coffee pot, microwave, and free Wi-Fi. As with all guests who join our Ohana, there is full access to the indoor kitchen downstairs in the main building, the outdoor kitchen and grill, full access to the common use hot tub, and the bonfire pit on the back lawn.

4.89 out of 5 average rating, 147 reviews

A spacious deck features wooden chairs and a blue-striped lounge chair, providing a comfortable outdoor seating area. Light casts shadows along the gray wooden floor, with a view of the green lawn and surrounding trees in the background.

Cottage in Deer Isle

Katy's Seaside Cottage

Katy's Seaside Cottage is a quaint & cozy 2 bedroom cottage, with ocean views. It has a beautiful deck/gazebo where you can sit and watch boats pass by. Enjoy free public access to the ocean anytime with a short walk from the property, a great place to kayak or swim. In the fall enjoy the fall foliage and great hikes on the island or in neighboring areas including Acadia.

Popular amenities for Deer Isle pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.85 out of 5 average rating, 259 reviews

A scenic view of Camden Harbor captures moored boats reflecting on calm waters. The soft pink and blue hues of the sky blend at sunset, while the Shoreline Building, identified as Harbor Breeze, stands in the background amidst the tranquil setting.

Home in Camden

Harbor Breeze Camden - location , location

4.89 out of 5 average rating, 119 reviews

A charming house is surrounded by a snowy landscape, illuminated by soft outdoor lighting. A vehicle is parked in the snow-covered driveway, while the front porch features steps leading to the entrance. Leafless trees are seen in the background, enhancing the winter scene.

Home in Bucksport

Maine Wilderness Oasis: Hike Swim Kayak Fish

4.88 out of 5 average rating, 103 reviews

A quaint cottage with a front porch is framed by lush greenery and a large rock. The light pink exterior contrasts with the natural surroundings, and a sturdy tree grows nearby. The pathway leads to a welcoming entrance, enhancing the overall charm of the property.

Home in Tremont

2 person, pet friendly. Airbnb Fees paid by host!

A charming cottage exterior is displayed, featuring traditional shingled siding and a light blue front door. Two gable dormers top the structure, while flower planters with colorful blooms line the entryway, complemented by clear blue skies overhead.

4.99 out of 5 average rating, 206 reviews

Hulls Cove Cottage

The front exterior of the cottage features a welcoming entrance with a path of bricks leading to wooden double doors. Lush greenery surrounds the property, and flowerpots add a touch of color to the landscape. Tall trees create a natural border, enhancing the secluded feel.

4.96 out of 5 average rating, 120 reviews

Skipping Stone on Frenchman's Bay Weekly Rental

4.97 out of 5 average rating, 86 reviews

A charming house with a red metal roof is nestled among trees, surrounded by a lush green lawn. Four red Adirondack chairs are placed in a welcoming formation on the grassy area, offering a serene spot for relaxation.

Home in Warren

Peaceful Midcoast Retreat, Freshly renovated

An open living area features a casual seating arrangement with a red accent chair and a blue armchair. A light-colored table sits nearby, complemented by a decorative rug with a lobster design. The kitchen area, equipped with modern appliances, is visible in the background.

4.94 out of 5 average rating, 251 reviews

Hulls Cove Hideaway.

The two-story duplex features a light-colored exterior with a spacious balcony and multiple windows, providing ample natural light. Lush greenery and colorful flowers adorn the yard, adding a touch of nature to the setting. A wooden deck extends from the entrance, promoting outdoor relaxation.

4.97 out of 5 average rating, 134 reviews

Your Mount Desert Island Base Camp

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 340 reviews

A hot tub is displayed with calming blue lights illuminating the water. Surrounding benches provide seating, and a user-friendly control panel is positioned at the edge. The private area offers a relaxing atmosphere for unwinding.

Home in Bangor

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

4.98 out of 5 average rating, 54 reviews

The backyard features a fenced-in in-ground pool, surrounded by a concrete patio. Colorful floatables and pool toys are scattered throughout the clear water. Several lounge chairs are positioned poolside, providing space for relaxation in a tranquil outdoor setting.

Home in Bangor

New Boho Cape with Pool! Fenced yard, pet friendly

4.89 out of 5 average rating, 100 reviews

A spacious blue house is set against a backdrop of lush green grass and trees. The property features a landscaped front area with various shrubs and stone walls, inviting outdoor seating arrangements, and a clear sky above, enhancing the serene atmosphere.

Home in Liberty

Luxe Liberty: Getaway with Heated Indoor Pool!

4.95 out of 5 average rating, 66 reviews

A heated saltwater pool is visible in the foreground, surrounded by wooden decking. Lush greenery and colorful flowering plants frame the space, leading to a picturesque ocean view in the distance. The scene captures the tranquility of the landscaped garden.

Home in Rockport

Ocean View Retreat with Heated Pool / Hot Tub

4.93 out of 5 average rating, 82 reviews

A bright and spacious living room features a bay window with views of the park. Soft gray curtains frame the window, while a wooden coffee table sits atop a decorative rug. A plush sofa and an armchair provide comfortable seating, complemented by a television on a dark wooden console.

Apartment in Bar Harbor

Main Street Suite with Waterfront Resort Access

An outdoor dining area is positioned on a spacious deck, featuring a long weathered table surrounded by ten wooden chairs. A large umbrella provides shade, while expansive views of the ocean and distant islands are visible in the background.

Home in Blue Hill

1798 - Spacious - Sleeps 10 - On Morgan Bay

4.7 out of 5 average rating, 50 reviews

An in-ground pool is surrounded by a concrete deck, featuring a roofed area with three bar stools. Lush greenery lines the perimeter, ensuring a private and peaceful environment. The clear blue water is inviting, ideal for summer relaxation and recreation.

Home in Tremont

Large MDI house w/pool perfect for groups+families

4.92 out of 5 average rating, 61 reviews

The exterior of a three-story colonial home is showcased, featuring a large circular pool surrounded by a white fence. Lush green lawn and trees provide a serene backdrop, while a spacious deck extends from the house, offering ample seating and relaxation space.

Home in Newport

Maine Lakehouse Retreat with pool

Private, pet-friendly home rentals

5 out of 5 average rating, 67 reviews

An inviting sleeping area features a spacious bed with a muted coverlet. Natural light streams through two windows adorned with sheer white curtains. A cozy seating area is provided by a dark-colored armchair positioned next to a small television.

Guest suite in Blue Hill

Blue Hill in the Woods

4.91 out of 5 average rating, 82 reviews

The cozy living room features large glass doors that offer views of the water. A comfortable couch is positioned near the windows, while a wooden coffee table sits in front. A smart TV is mounted on the wall across from the seating area, with warm wooden paneling providing character.

Cottage in Deer Isle

Eastman's Seaside Cottage with Private Beach

4.98 out of 5 average rating, 59 reviews

A two-story white farmhouse is surrounded by lush greenery and colorful flower beds. The sloping roof features a central chimney, while the front porch is accessed by a blue door. Tall trees provide a rustic backdrop, contributing to the serene rural setting.

Home in Sedgwick

Salt Pond Farmhouse

5 out of 5 average rating, 13 reviews

A serene view of the cottage set against a backdrop of lush greenery and a clear blue sky. The screened porch is visible, and the cottage is surrounded by trees, offering a peaceful retreat by the river. The open space is dotted with grass and wild plants.

Home in Brooksville

*NEW* Bagaduce River Cottage @ Old Hart Farm

4.71 out of 5 average rating, 35 reviews

A modern kitchen with a combination of teal cabinetry and a dark countertop features a four-burner electric stove. Natural light floods the space through large windows. An adjacent living area is visible, showcasing a cozy seating arrangement with an accent chair and desk.

Apartment in Stonington

Cozy Apt Overlooking the Harbor

4.96 out of 5 average rating, 47 reviews

A charming cottage is framed by lush green trees, showcasing its light yellow exterior and welcoming front door. The grassy area surrounding the home offers a tranquil setting, and the clear sky above adds to the serene ambiance.

Guesthouse in Islesboro

Milk House

4.81 out of 5 average rating, 57 reviews

The exterior of the 1846 New England Cape showcases a classic white facade with black shutters. A red front door serves as a focal point, surrounded by greenery and trees. A chimney is visible on the roof, contributing to the home’s traditional character.

Home in Deer Isle

Margaret’s House