
Pet-friendly holiday rentals in Waldoboro
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Top-rated pet-friendly home rentals in Waldoboro
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!

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.

Newly renovated home on historical Waterfront farm
28 acre property is a Forever Farm surrounded by rolling hills and Lake frontage . This farm is also referenced in the historical book “ Come Spring “ we purchased this beautiful property in 2019 and have spent the last year renovating it. Our favorite part of the home are the floor to ceiling windows overlooking the round Pond . This is very peaceful retreat. On a daily basis , you can pick your own fresh eggs from coop and feed our pigs . We are 15min to Camden ,Rockport , Rockland .

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.

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!

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.

Room B with private entrance, bathroom & hot tub
Room B has a full size bed with luxury mattress and private bathroom with towel warmer & glass shower. The room includes a desk, TV, minifridge, microwave, coffee maker, dresser, reading chair & private entrance. In the summer we have bicycles to use on the rail trail and kayaks for the Kennebec River. Year round hot tub. Downtown is just a block away where there are numerous restaurants and pubs with live music. Hiking trails & waterfalls nearby.

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.

Historic charm, Modern amenities, Walk downtown
Newcastle historic district charm, modern amenities, walking distance to restaurants. Fast Wi-Fi, A/C, great bathroom, full laundry and kitchen plus two bedrooms with queen beds. Pet friendly and handicap accessible, single floor design with parking right in front. Ideal for a MidCoast escape or remote work change of scenery.

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.
Popular amenities for Waldoboro pet-friendly home rentals
Pet-friendly house rentals

Newly renovated 3BR house w/ stunning ocean views

Maine Waterfront Hideaway

Sunny 2-BR 5 min to Bates & River Trails

Cottage on Todd Bay

"The Roost" Cottage

Peaceful Getaway at The Ledges

Seaside House/Upstairs

Cabin on the rocks
Pet-friendly home rentals with a pool

Luxe Liberty: Getaway with Heated Indoor Pool!

Mercer Apartment in the Valley-Peaceful Country

Lawn Cottage - Newly Renovated 2024

Portland Sweet Escape

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Dog Friendly Midcoast Cape

The Getaway - A River Paradise

Ocean View Retreat with Pool / Hot Tub
Private, pet-friendly home rentals

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

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

Harborview Escape Downtown Belfast

Cookhouse Loft. A suite of rustic accommodations.

Four-Season Luxury Lakefront Cabin Close to Camden

‘Round the Bend Farm - private, modern cabin

Islesboro Boathouse

Oceanfront One Bedroom Apartment & Private Deck
Quick stats about holiday rentals that are pet-friendly in Waldoboro

Total holiday rentals
Explore 40 holiday rentals in Waldoboro

Nightly prices starting at
Waldoboro holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 2,050 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
30 of Waldoboro holiday rentals include wifi 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!
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- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Fox Ridge Golf Club
- Hunnewell Beach
- Sandy Point Beach
- Bear Island Beach
- Maine Maritime Museum
- Sand Beach
- Lighthouse Beach
- Eaton Mountain Ski Resort
- Bradbury Mountain State Park
- Brunswick Golf Club
- Pebbly Beach
- The Camden Snow Bowl
- Wadsworth Cove Beach
- Farnsworth Art Museum
- Narrow Place Beach
- Spragues Beach
- Three Island Beach