Pet-friendly vacation rentals in Waldoboro

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Top-rated pet-friendly home rentals in Waldoboro

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Guest favorite

Guesthouse in Washington

4.95 out of 5 average rating, 131 reviews

Fox and Bird Retreat on Davis Stream

Our off-the-grid, solar-powered cottage is nestled within our 18 acres in the town of Washington, Maine. The cottage borders a beautiful stream, is surrounded by tall pines and is several hundred feet away from our home, providing a very private and serene experience. Guests can wander or snowshoe on our property, relax in the screen house next to the cottage or hang by the accessible fire pit. We are close to many local lakes and hiking trails and only 30 minutes from Camden & Rockland.

Oct 22 – 29

G$25,745 GYD per night

Guest favorite

Apartment in Edgecomb

4.91 out of 5 average rating, 298 reviews

Sunny Apt in Woods 10 Min to 3 Towns- Dog Friendly

Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. 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 - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.

Apr 22 – 29

G$22,160 GYD per night

Guest favorite

Guesthouse in Lincolnville

4.97 out of 5 average rating, 330 reviews

"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.

Sep 1 – 8

G$28,436 GYD per night

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 106 reviews

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!

Dec 26 – Jan 2

G$22,948 GYD per night

Guest favorite

Home in Waldoboro

4.85 out of 5 average rating, 180 reviews

Thistledown Farm's Pennysworth - An 1800's barn.

You'll love Pennysworth's ambiance of re-purposed post & beam barn/house, the large stone terrace, indoor and outdoor fireplaces, & huge firepit with an endless supply of wood. There is a huge open kitchen that can easily accommodate multiple chefs. The 2 bedrooms & loft combined can sleep up to 8. Thistledown Farm's location offers fresh & saltwater activities, walking preserves all on our dead-end road. It's a quiet getaway, yet close to all there is to do in mid-coast Maine.

May 30 – Jun 6

G$59,999 GYD per night

Guest favorite

Yurt in Appleton

4.95 out of 5 average rating, 176 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.

Feb 19 – 26

G$38,218 GYD per night

Superhost

Guest suite in Union

4.83 out of 5 average rating, 134 reviews

Farmhouse Suite w/ Private Entrance—Midcoast

Enjoy the beauty of rural living only a 20-minute scenic drive from Coastal towns Camden, Rockland and Rockport on Route 1. This unique craftman's suite is attached to the main home and has a private entrance, full kitchenette, full bathroom, and cozy queen-sized bed. Includes wireless internet and has a dedicated parking spot. Our farm offers easy access to many outdoor adventures and coastal explorations. It is a comfortable place to retreat alone or with a travel companion.

Mar 20 – 27

G$16,345 GYD per night

Guest favorite

Cottage in Edgecomb

4.97 out of 5 average rating, 180 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.

Oct 20 – 27

G$33,651 GYD per night

Guest favorite

Guest suite in Damariscotta

4.93 out of 5 average rating, 149 reviews

Cozy Carriage House in Downtown Damariscotta

Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Dec 20 – 27

G$23,020 GYD per night

Guest favorite

Home in Rockport

4.95 out of 5 average rating, 262 reviews

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.

Oct 24 – 31

G$35,432 GYD per night

Guest favorite

Cabin in Nobleboro

4.94 out of 5 average rating, 108 reviews

Waterside Cabin the Woods 50 acres-No hidden fees!

Enjoy Maine cottage living the way it used to be! Our 100+ year old cabin is 20'x20' with a kitchen ell and 8'x20' enclosed porch with deck. Kitchen with gas stove, sink. fresh spring water. Gas lighting, no electricity, linens included. Outdoor shower with hot water. Composting toilet. Dock, canoes, paddleboat. Very private setting yet just 10 minutes to Damariscotta.

Apr 6 – 13

G$31,540 GYD per night

Guest favorite

Place to stay in Owls Head

4.98 out of 5 average rating, 163 reviews

A comforting sweet off grid cabin near the beach!

Get away from it all when you stay at our sweet little off grid cabin in the woods. A place where sleep and peace meet! Surrounded by 15 acres of woods and fields and within walking distance to Birch Point State Park, you'll have a perfect little getaway - all while being only a few minutes away from Rockland.

Dec 2 – 9

G$29,623 GYD per night