Holiday rentals in Old Town

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Old Town

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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, 187 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!

Top guest favourite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 133 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 12 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Top guest favourite
A wooden dock extends out over tranquil waters, flanked by lush greenery. The water's surface reflects the calm sky, creating a serene atmosphere. Steps lead down from the dock to the gently lapping water, inviting relaxation and aquatic activities.
Cottage in Glenburn
4.95 out of 5 average rating, 248 reviews

Your own private getaway on Pushaw Lake!

Welcome to Pushaw Lake! You’ll find all the comforts of home here! :-) Come for the weekend! Save 20% for a week, or 30% for a month stay! :-) Jump in the lake or go on an adventure in a kayak or canoe this summer! Bring snowmobiles, snowshoes, skis, or go ice-fishing this winter! :-) Relax... Read a book and listen to the Loons, or sit around the fire pit and say goodbye to stress! :-) You’re less than 20 minutes from Bangor International Airport, Downtown Bangor, and UMO! :-)

Top guest favourite
Tiny home in Surry
4.96 out of 5 average rating, 170 reviews

Tiny House at Wooded Bliss Homestead

On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 40 minutes from Acadia National Park. There's a twin daybed on the ground floor & a double futon in the loft. Full kitchen & tiny bathroom with shower too. A heat pump keeps the place toasty warm or nice and cool. The tiny house and meadow are very private on the edge of the property, and just for you. Our family's gazebo, fire pit, hammock, trail & garden are shared with guests.

Guest favourite
The historic Phoenix Block building, dating back to 1873, features a striking gray facade with large white-framed windows. It stands prominently among red-brick structures, with outdoor seating areas and decorative statues visible in front. Nearby, trees and bench seating enhance the inviting streetscape.
Flat in Bangor
4.86 out of 5 average rating, 182 reviews

Stylish DTWN Hotel|Steps to restaurants|King Bed

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to amphitheater *10 minute walk* 43 mi. to Acadia Nat'l Park 3 mi. to Bangor Airport 3 min. walk to Zillman Museum KEY FEATURES: ☀ King-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀Work space ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Top guest favourite
An entrance door is framed by textured gray shingles, featuring a simple wooden sign labeled 'Guests'. A decorative potted plant with vibrant flowers adds a touch of color, positioned on a gravel pathway.
Flat in Milford
4.99 out of 5 average rating, 141 reviews

Cozy 2 Bedroom Apartment

Quiet, cozy apartment on a peaceful side street, minutes away from the University of Maine's flagship Orono campus. Located a short distance from the Bangor Waterfront concerts. Great launching pad for day trips to Acadia National Park or hiking and fishing in Baxter State Park, both within 1.5 hour drive. Close to hundreds of miles of ATV and snowmobiling trails. Apartment is recently renovated and directly connected to host family home, with comfortable accommodations for up to 5 guests

Top guest favourite
A stylish bedroom features a spacious bed with intricate bedding, complemented by a decorative tapestry and an oil painting on the wall. Soft lighting from bedside lamps adds warmth, while a ceiling fan provides airflow in the inviting atmosphere.
Flat in Old Town
4.95 out of 5 average rating, 117 reviews

The Sovereign Suite - Cozy/Convenient/Home Theater

Relax in this rural yet convenient apartment with easy access to Old Town and just a couple miles from I-95. Find comfort in a stylish bedroom or enjoy a premium home theater experience with a 77inch 4k HDR TV and surround sound. Well stocked kitchen and complimentary coffee and tea is included. New steam washer/dryer are available for your use as well as high-speed Wi-Fi. An office space is available for those that work from home. Quiet area with much wildlife to enjoy around the house!

Top guest favourite
A spacious kitchen is highlighted by modern appliances and a large island with seating. Bright yellow doors add a pop of color to the minimalist design, while an adjacent living area offers comfortable seating. The layout extends to a well-lit corridor lined with framed artwork.
Loft in Bangor
4.95 out of 5 average rating, 256 reviews

The Downtown Loft Bangor

Not just another AirBnB "hotel"! A historic building, the Loft has been fully renovated with a modern, minimalist vibe. Your private escape in the heart of downtown Bangor. Comfy king bed, luxury bath, chef's kitchen, top -rated king sofa bed, and massive windows that open to an expansive view of Main Street! 0.0 miles to all things Downtown Bangor 0.5 miles to Waterfront Concerts 0.9 miles to Hollywood Slots 1.0 miles to Cross Insurance Center 1.2 miles to Eastern Maine Medical

Guest favourite
A small dining area features a round table set against a window, with natural light illuminating the space. A door opens to an outdoor view of greenery. Simple wooden chairs surround the table, enhancing the cozy atmosphere.
Flat in Orono
4.91 out of 5 average rating, 124 reviews

Main Street Orono Oasis

Sunny, updated, private 2 bedroom apartment located within walking distance to downtown Orono and OBC, nestled on 2 acres in heart of town. Conveniently located just 5 minutes to UMaine, 10-15 minutes to Bangor Waterfront, EMMC, Bangor airport and an hour and 15 to Mount Desert Island(Acadia). There is an open kitchen/dining room, small living room, 2 bathrooms and 2 bedrooms,portable a/c unit just added, with ample private parking, easy check in and private garden setting.

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!

Guest favourite
A vibrant sunset is reflected on the calm waters of Graham Lake, with streaks of orange, pink, and purple filling the sky. Silhouettes of distant hills and trees frame the scene, creating a serene atmosphere perfect for relaxation.
Cottage in Waltham
4.95 out of 5 average rating, 848 reviews

Quiet lakefront cottage on Graham Lake

Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets

Top guest favourite
A queen bed is set against a deep purple accent wall, adorned with colorful decorative pillows. Nightstands with soft lamps are placed on either side, contributing to a calm and inviting ambiance. A light rug is positioned beneath the bed, adding texture to the room.
Flat in Orono
4.99 out of 5 average rating, 286 reviews

The Birdhouse - Walk to Restaurants & Microbrews

A short walk to great restaurants and microbreweries in downtown Orono. Completely renovated 1 bedroom apartment with modern comforts and private entrance off a covered porch. Four minutes to UMaine campus (1 mile), 1 hour 20 minutes to Acadia National Park/Bar Harbor, 15 minutes to downtown Bangor.

Popular amenities for Old Town holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Penobscot County
  5. Old Town