Holiday rentals in Waldo

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Top-rated holiday rentals in Waldo

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Top guest favourite
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.
Guest house in Orland
4.99 out of 5 average rating, 188 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 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!

Guest favourite
An open studio layout features a full-size futon couch and a queen-size bed, both complemented by decorative pillows. A coffee table sits on a soft area rug, with flowers in a vase adding a touch of color. A dining area is visible, alongside a well-equipped kitchen.
Flat in Belfast
4.89 out of 5 average rating, 251 reviews

Comfy, Convenient Studio Apartment Near Downtown

Cozy, comfortable studio apartment in walking distance to the waterfront. This second-floor space has an open layout that includes kitchen, bathroom, dining table, queen-size bed and lounging area. A full-size futon couch accommodates extra friends or kids. Plenty of appliances for cooking. Games, books and streaming TV services for rainy days or evenings in. The well-applianced apartment overlooks a lush perennial garden in a quiet residential neighborhood. Walk to Main Street in 10 minutes.

Guest favourite
The spacious kitchen features modern appliances and a large granite island with bar stools. Light wood paneling and flooring create a warm atmosphere. A comfortable living area with seating is visible, along with large windows that provide views of the surrounding outdoors.
Home in Belfast
4.9 out of 5 average rating, 111 reviews

Entire House/Mill/modern vintage on 35 Acre Pond

The house has a access trail to 35 acre Mason Pond. This newly built home has an abundance of open space with native wood walls and ceilings. The kitchen and living room is on the second floor capturing views of surrounding hills and distant ocean. 2nd fl A/C only .The second floor has sliding glass doors opening to a 36 ft covered deck.The 2 bedrooms are on the 1st floor with queen size beds. Both bedrooms have 10 foot ceilings with their own private French doors access to yard & 6 acre field

Top guest favourite
The image captures a serene view of the water at sunset, with the sun reflecting on the surface. Framed by lush green foliage, a small rustic bench is positioned on the shore, inviting quiet moments of contemplation.
Cottage in Belfast
4.97 out of 5 average rating, 185 reviews

Quiet cottage on the bay

Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

Top guest favourite
A bright living room features large windows that allow ample natural light, offering a view of the surroundings. A spacious sofa and a cozy armchair are arranged near a small table. A TV is positioned on a light-colored media console, adding to the inviting atmosphere.
Flat in Belfast
4.99 out of 5 average rating, 101 reviews

Bright & Spacious Waterview Haven Downtown Belfast

Right on Main St. this apartment is bright and spacious; our recently renovated 2nd-floor haven is in the heart of Belfast. Sun-filled and airy, this one-bedroom offers peaceful charm just steps from downtown. Relax with views of the tidal river and Belfast Harbor—especially stunning at twilight as the sky reflects off the water. Centrally located, close by shops, cafés, and the waterfront. It’s the perfect location for solo travelers, couples, or friends to unwind, explore, and feel at home.

Top guest favourite
A view from the porch showcases tall wooden posts and a ceiling with exposed beams. Bright blue skies contrast against vibrant autumn foliage, including shades of red and green in the surrounding trees, creating a serene natural setting.
Cottage in Trenton
4.96 out of 5 average rating, 433 reviews

NEW Whitetail Cottage, Acadia National Park 7m

NEW Whitetail Cottage East only 6.9 mi to Acadia National Park Maine - a hikers paradise! Centrally located for a perfect Acadia Adventure! Book for the convenient location - stay for the style. Tiny home has WIFI & SMART TV. Off the main(e) drag but nestled in a wooded property 1/2 mile from Bar Harbor Rd/Route 3 down the road from Mount Desert Island and a stones throw from multiple authentic Maine lobster pounds. Perfect for 2 . A short drive to MDI, Acadia, Bar Harbor,Southwest Harbor

Top guest favourite
The exterior of a historic building features a brick facade with large, framed windows. The storefront displays the name 'BOBBY PIN' in elegant lettering. A red door is visible on the right side, contributing to the building's character on a sunny day.
Flat in Belfast
4.97 out of 5 average rating, 405 reviews

Belfast Harbor Loft | Downtown

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

Top guest favourite
A two-story red building features a sloped roof with solar panels, surrounded by lush greenery. An outdoor area includes a picnic table and several chairs, offering a tranquil space for relaxation. A garage door can be seen, blending seamlessly with the rustic aesthetic.
Flat in Belfast
4.98 out of 5 average rating, 347 reviews

Room with a Brew

Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

Top guest favourite
A cozy bedroom features a king-sized bed with a textured blue coverlet and accent pillows. Two windows provide natural light, while decorative lamps sit atop the bed's headboard. A fan is positioned nearby, and a vibrant orange door adds a pop of color.
Home in Brooks
4.98 out of 5 average rating, 125 reviews

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Tucked near the woods of Maine, this peaceful cabin offers the perfect escape. Soak in the private hot tub under the stars, curl up by the electric woodstove, or work remotely with fast Wi-Fi and forest views. The cabin features a comfy king bed, full kitchen, clean modern bath, and self check-in. Enjoy your morning coffee in the sunroom or take a short drive to explore Belfast and the coast. Quiet, cozy, and surrounded by nature—ideal for rest, romance, or reflection.

Top guest favourite
The exterior of a cozy cabin is showcased, featuring wooden shingles and a dark roof. A small deck includes a two-chair dining set and a hot tub nearby, surrounded by lush greenery and a well-maintained lawn.
Cabin in Searsmont
4.99 out of 5 average rating, 187 reviews

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!

Top guest favourite
A well-lit studio space includes a set of large windows allowing natural light to filter in. A small kitchenette featuring a coffee maker and a mini fridge is visible. Comfortable seating is provided by two armchairs paired with a table, and a door leads outside.
Guest house in Rockport
4.92 out of 5 average rating, 154 reviews

Peaceful Guesthouse in Rockport

This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.

Top guest favourite
A light-filled studio space features a king-size bed with a light-coloured patterned bedspread, accompanied by two reclining chairs and a small table. Multiple windows provide ample natural light, while wood ceilings and floors enhance a warm atmosphere.
Flat in Deer Isle
4.99 out of 5 average rating, 337 reviews

The Reach Retreat

Coastal, light and airy, this studio is perfect for those seeking to explore all that Deer Isle has to offer! Located on the Eggemoggin Reach, you will have access to hiking trails, kayaking, sailing, shopping, and lobsters from the lobster capital of the world, Stonington! We are so lucky to live on this beautiful island and are looking forward to sharing a piece of our paradise with you!

Popular amenities for Waldo holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Waldo