
Pet-friendly vacation rentals in Waldoboro
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Waldoboro

Total vacation rentals
Explore 30 vacation rentals in Waldoboro

Nightly prices starting at
Waldoboro vacation rentals start at G$16,713 GYD per night before taxes and fees

Verified guest reviews
Over 2,270 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Waldoboro vacation rentals include wi-fi access

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

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

‘Round the Bend Farm - private, modern cabin
Our newly built, modern cabin offers a secluded and relaxing retreat in Union, Maine. With the high ceilings, open floor plan, and many windows, guests are surrounded by natural light and forest views. The cabin has a fully equipped kitchen, a cozy fireplace, and an outdoor grill and fire pit. Walking trails connect the cabin to our farm next door, where you can visit with our horses, donkeys, goats, chickens, and ducks. We are just 25 minutes from the Midcoast's shops, restaurants, and beaches.
Outdoor spacesWalkabilityBathroom

Loon Lodge
Located on beautiful Damariscotta Lake, "Loon Lodge" is a rustic cabin from another era. Fall asleep to the sound of crickets and frogs and wake every morning to the call of the lake's many loons. The cabin is 30 minutes from Augusta and 15 minutes from Damariscotta. Hiking enthusiasts will enjoy climbing the Camden Hills-a quick 45 minute drive from the lake. You’ll love my place because of the views, the ambiance, the people, and the location. My place is good for couples and solo adventurers.
Outdoor spacesPetsDecor

A cute little gem in down east Maine
Our space has a unique artsy zen feel. right in the heart of historic Thomaston, Maine. It’s steps from delightful restaurants, a spacious park. This 2 level apt. features a kitchen and living room downstairs, a bedroom and bathroom upstairs, and a cozy private deck. The entrance is located at the back of the house, accessible via a door code. Stairs lead up to the deck and door, and inside, you’ll find NARROW&STEEP stairs. Route one/MAIN St. is very busy- guests mention that it is quiet. .
WalkabilityOutdoor spacesTV

The Apple Blossom Cottage
The Apple Blossom is located in the heart of historic Union village,in Sky Orchard. It is nestled down the hill in a private orchard.The tiniest of tiny houses.Two minutes to pizza,The Sterlingtown Public House,coffee shop,and grocery.15 minutes from the ocean!Sit on the deck and watch the fireflies in the field.With a fireplace and view of the blueberry hills.Curl up, listen to the rain on the tin roof,awaken to the sunrise through the antique lace curtains.This place will fill your soul.
PetsOutdoor spacesGetting around

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.
WalkabilityOutdoor spacesAccess

Little Apple Cabin on 5 acres, amazing stargazing!
Little Apple Cabin is a private tiny cabin on five wooded acres, created for guests who want quiet, space, and deep rest. Surrounded by trees and farmland, it’s a simple, intentional place to slow down, sleep well, and enjoy Maine without crowds or noise. The cabin features a king bed on the main level, a cozy wood stove, and a wrap-around cedar deck for coffee, reading, and stargazing. Camden and Rockland are about 25 minutes away, and Belfast is about 30 minutes.
PetsOutdoor spacesCheckout

Peaceful Maine Haven
Rest and relax in this cozy cottage by the sea. Home has new appliances, kitchen, bathroom, flooring, furniture, doors, and paint! Located towards the end of one of Maine's peninsulas, this property is on a quiet road that is perfect for taking a walk or running with lots of sights to see! There is a marsh on one side of the home with birds and wildlife year-round; fox, deer, frogs, turkeys to name a few. Plenty of adventure awaits or cozy up and rest!
WalkabilityOutdoor spacesAccuracy

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own 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.
Outdoor spacesWalkabilityGetting around

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. 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.
WalkabilityPetsSleep quality

Tall Spruce Cottage
Comfortable cottage in the rural town of Cushing, known for its natural beauty that inspired many of Andrew Wyeth's work including "Christina's World" and the Olson house. The cottage is on the same property as my home. The cottage is a one bedroom space with a full kitchen and bathroom. There is also a woodstove if needed during the colder months. Laundry is available downstairs.
Outdoor spacesWalkabilityParks

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.
Outdoor spacesPetsLocation

Stunning Mountain & Ocean Post&Beam
Remarkable sweeping views on a coastal mountain just five minutes from a classic quaint harbor town; a rustic chic beautifully appointed ski-lodge-style Post & Beam log house; set on a steep hillside; surrounded by blueberry fields woods and rocks on an unspoiled mountainside it lets the outside in.
Outdoor spacesPetsCleanliness
Popular amenities for Waldoboro pet-friendly home rentals
Pet-friendly house rentals

Monarch Landing · Riverfront House · Walk to Town
Outdoor spacesPetsGrill

Lakefront 3BR • Firepit, Boat Launch, Pets Welcome
WalkabilityOutdoor spacesAccuracy

Maine Waterfront Hideaway
WalkabilityPetsAccess

Bayview House 1br 2ba Stunning Harbor Views
WalkabilityPetsHospitality

Vintage ISLAND farmhouse, BYO boat/kayak. Unique!
PetsOutdoor spacesCleanliness

Coastal Maine Retreat · Fire Pit · Walk to Harbor
WalkabilityPetsAccess

Seaside House/Downstairs
PetsOutdoor spacesValue

Sweet home away (pet friendly)
WalkabilityPetsHospitality
Pet-friendly home rentals with a pool

Large private area, close to Rockland
Outdoor spacesPetsLaundry

Cozy storybook A-frame over a stream - 24
Outdoor spacesWalkabilityCleanliness

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
PetsOutdoor spacesLayout

the lake house
PetsOutdoor spacesAir conditioning

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Outdoor spacesPetsAccuracy

Portland & Beach & Lighthouses! Romantic! Lovely
PetsWalkabilityNearby

Ocean View Lawn Cottage - Newly Renovated 2024
WalkabilityOutdoor spacesAccuracy

The heart of the Belgrade lakes
PetsOutdoor spacesHospitality
Private, pet-friendly home rentals

Birch Hill Cabin w/Hot Tub
Outdoor spacesWalkabilityFamily

Cozy Carriage House in Downtown Damariscotta
PetsOutdoor spacesCheckout

Maybelle the Tiny Cabin on 100 acres
PetsWalkabilityAccess

Coastal Vintage Living
Outdoor spacesPetsView

Hobb’s House - Year Round Log Cabin on the Water
PetsOutdoor spacesKitchen

Lakeside 3 BR Cabin in Boothbay Harbor
Outdoor spacesPetsGetting around

Cottage by the sea private oceanfront shoreline
WalkabilityOutdoor spacesFamily

SkyView Treehouse | Lakefront • Private Hot Tub
PetsOutdoor spacesSleep quality
When is the best time to visit Waldoboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,396 GYD | G$41,783 GYD | G$41,783 GYD | G$39,485 GYD | G$43,873 GYD | G$48,469 GYD | G$47,633 GYD | G$48,051 GYD | G$48,051 GYD | G$46,797 GYD | G$53,274 GYD | G$50,140 GYD |
| 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 |
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- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Maine Maritime Museum
- Rockland Breakwater Light
- Sand Beach
- Bradbury Mountain State Park
- Reid State Park
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Pineland Farms
- Belgrade Lakes Golf Club
- Range Ponds State Park
- Lost Valley Ski Area





