Pet-friendly holiday rentals in Oakland

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Oakland

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

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Top guest favourite
Guest suite in Farmington
4.93 out of 5 average rating, 152 reviews

Modern 1 Bedroom, Private Entrance, Great Location

This spacious and comfortable 1 bedroom in law suite will not disappoint! Equipped with its own entrance and parking, this modern suite is nestled in the Foothills of Maine, but within walking distance of UMF, restaurants, shops and just a short drive from Franklin Memorial Hospital. This space is perfect for business travelers and vacationers alike! Equipped with a full washer & Dryer, fully stocked kitchen, state of the art appliances and a luxury walk in shower. Pets welcome with deposit.

Top guest favourite
A spacious bed is dressed in striped blankets and accented with decorative pillows. Soft wall sconces provide warm lighting on either side, illuminating a nearby framed picture and a decorative wall motif. A rustic wooden trunk at the foot of the bed offers additional storage.
Loft in Farmington
4.97 out of 5 average rating, 132 reviews

Luxury loft in historic downtown Farmington

Pets welcome! 25.00 pet fee required. A sanctuary in the middle of historic downtown Farmington, the Loft is the perfect jumping-off point for your Western Maine adventures. The kitchen is fully equipped with refrigerator, oven, and dishwasher, and all furnishings have been thoughtfully curated. Locally owned shops, restaurants, and UMF campus are steps away. It's the perfect home away from home for visiting professional, or those in town to visit family or student. See “Guest Access” section.

Guest favourite
A modern tiny house is nestled among tall trees, showcasing two large glass walls that allow sunlight to stream inside. The cabin is elevated on stilts, with a snowy landscape surrounding it, creating a serene and private retreat in nature.
Tiny home in Jay
4.93 out of 5 average rating, 266 reviews

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak

Immerse yourself in our forest and serene pond. Quiet 40-acre commune consists of two tiny house cabins + barn on private pond. Book one of the simple yet elegant cabins/barn for more guests. Modern, off-grid, solar-powered retreat. Two solid glass walls to bring you closer to nature while staying in our simple yet elegant tiny house with all comforts of home. 5 min walk to shared fire pits, kayaks, pond & seasonal picnic shelter. AWD SUV or truck required. Off-grid, so no A/C. Pet fee $89.

Guest favourite
The rustic cabin is nestled among towering trees, featuring a stone chimney and a wooden deck adorned with green chairs. A covered porch offers protection from the elements, while the natural surroundings create a serene atmosphere.
Cabin in China
4.89 out of 5 average rating, 185 reviews

Rustic Family Cabin on China Lake

This rustic cabin has been in my family for 4 generations. It's well loved, a bit quirky, sometimes musty and perfect for a family get away. We welcome well trained dogs, and have high expectations that you will respect the place and leave it in good shape for us and future guests. We welcome families, but after bad experiences, we are not available for your group of friends, reunion, or bachelor/(ette) party. We ask you to bring your own linens. The water in the cabin is not drinkable

Guest favourite
Cabin in Skowhegan
4.82 out of 5 average rating, 440 reviews

The Cabin -Skowhegan

Main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler. Loft has 2 twin beds. The couch could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large air fry oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/Blue ray player, Gas BBQ (May to November 1st.), as well as a picnic table, out door fire pit. For guest who are traveling by plane, towels are provided, upon request.

Guest favourite
The kitchen features wooden cabinets and a granite countertop. A round dining table with four chairs is situated centrally. Stainless steel appliances, including a refrigerator and a stove, are visible, along with various kitchen utensils and supplies arranged on the countertop.
Flat in Augusta
4.81 out of 5 average rating, 137 reviews

Downtown Augusta - 2 Bedroom - Newly renovated!

Located at the heart of downtown Augusta, this 2 bedroom apartment is a wonderful choice when visiting Augusta Maine with another couple or if you just want more room then your average hotel! This 2nd floor apartment comes fully furnished with brand new furniture, supplies and bedding! The apartment has keyless entry via a keypad with each guests receiving a unique pin. There is free parking and laundry available on site. Enjoy a stylish experience at this centrally-located place.

Top guest favourite
The exterior of a contemporary yurt is illuminated at night, set among trees in a wooded area. The structure features a circular design with a central roof vent and a wrap-around deck. Soft lighting highlights seating areas on the porch.
Yurt in Appleton
4.95 out of 5 average rating, 314 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 341 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.

Guest favourite
A serene outdoor area is framed by lush greenery and trees, showcasing vibrant orange flowers in the foreground. A meandering stone path leads towards a gathering area in the distance, partially visible through the foliage.
Home in Sidney
4.87 out of 5 average rating, 112 reviews

Brook Ridge Retreat

Work, play, & relax at Brook Ridge Retreat! Come visit your Colby or Thomas College student and have the comforts of home. Do some grilling or cook up a favorite meal in the full kitchen. Remotely connect to work or school at our custom-made desk and dedicated office area with wireless printer and available computer monitor. Splash in the brook or in the basin, and sit under the waterfalls. WiFi, firepit, Keurig or french press, electric fireplace, large decks, & big yard.

Guest favourite
A spacious bedroom features a large bed with blue bedding against a dark blue accent wall. Two bedside lamps provide soft lighting. A comfortable leather armchair is positioned next to a small nightstand, which holds a tissue box and a framed print.
Home in Hallowell
4.96 out of 5 average rating, 199 reviews

Hallowell Hilltop Home with Hot Tub & Sauna

Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Top guest favourite
A scenic lakeside view captures the sunset reflecting on the water, outlining the dock and several boats nearby. The grassy area leads to the water's edge, with trees providing natural framing to the picturesque setting of the Lake House.
Home in Oakland
4.91 out of 5 average rating, 106 reviews

Lake-House on water, East Lake, Near Waterville

Welcome to the Lake House! 5 bedrooms. Access to a mooring. Full bathroom and kitchen with accessories. Bedrooms have locked doors & Wi-Fi. The house has a Deck and Docks, 8 foot by 10 foot floating Island, BBQ Grill. Lakeside Bon Fire Pit. Full bath, 30 feet from Lake! 2 entrances, 3 Kayaks, Fishing/Swimming. Nice neighbors including Camp Manitou, Matoaka and Somerset. Near Public Boat Landing & country store. I reside nearby, and will help with any issues.

Guest favourite
A spacious living area is showcased, featuring wooden walls and flooring. A cozy couch and an armchair provide seating, while a wooden dining set is positioned nearby. The kitchen area includes essential appliances, with natural light illuminating the space through a door and windows.
Home in Mercer
4.91 out of 5 average rating, 142 reviews

Moore's place

🇺🇸🏳️‍🌈Our place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets). Close to hiking, Sugarloaf, ME IT Snowmobile trails is .03 miles away,located between Farmington, Skowhegan, and Augusta If your looking for someone to take you on a hike, and or short kayaking trip, pontoon ride around Lake Wassookeag. moose head lake on a Saturday or Sunday , (with a fee) just let us know

Popular amenities for Oakland pet-friendly home rentals

Quick stats about holiday rentals that are pet-friendly in Oakland

  • Total holiday rentals

    Explore 20 holiday rentals in Oakland

  • Nightly prices starting at

    Oakland holiday rentals start at € 51 per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Oakland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oakland rentals

  • 4.9 Average rating

    Oakland stays are highly rated by guests – averaging 4.9 out of 5!

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