Holiday rentals in Old Town

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Top-rated holiday rentals in Old Town

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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, 191 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
A serene outdoor space features wooden seating facing the lake, surrounded by tall trees. The grassy area leads to a pebble fire pit, creating a cozy gathering spot. The calm water reflects the clear blue sky, enhancing the natural setting.
Home in Ellsworth
4.97 out of 5 average rating, 128 reviews

Coveside Lakehouse on Sandy Point

If you are looking for a beautiful vacation spot on Green Lake, look no further. Cove Side Lake House on Sandy Point is the perfect place for you and your whole family to enjoy the lovely Maine summer, from sunrise until sun set. Whether you enjoy relaxing on the deck, catching a nap in the hammock, or fishing and kayaking, this is the vacation destination you've been dreaming of. Green Lake, located in Ellsworth/Dedham Maine, is a 3,132 acre freshwater lake with a maximum depth of over 170ft.

Top guest favourite
A log cabin is situated on a grassy expanse beside the water, surrounded by trees displaying vibrant autumn foliage. A private dock extends into the lake, providing access for boating activities, while the spacious lawn offers plenty of room for outdoor enjoyment.
Home in Stetson
4.95 out of 5 average rating, 224 reviews

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Top guest favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 425 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

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, 138 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 10 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
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, 142 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 two-story cottage is situated by Pushaw Lake, featuring a spacious deck and stairs leading to the entrance. Bright kayaks rest on the lawn beside the water, which reflects the greenery of surrounding trees. A private dock extends into the lake for easy access.
Cottage in Glenburn
4.95 out of 5 average rating, 122 reviews

Kozy Kottage on Pushaw Lake

Enjoy this 2-story cottage on Pushaw Lake, Maine. This location is perfect for a couple looking to get away or a family looking to make memories. This location offers a terrific spring, summer, and fall experience for kayaking, fishing, swimming, boating, or relaxing. A grill and WIFI are a few of many amenities. The grass yard takes you from the back porch to the dock and waterfront. The lakefront is available exclusively for your enjoyment. This includes kayaks, SUP, and canoe.

Top guest favourite
A lakeside cabin is framed by lush green trees, showcasing a wooden dock that extends over calm waters. The structure features large windows and a deck with outdoor seating, providing a serene view of the lake and surrounding nature.
Cabin in Hudson
4.9 out of 5 average rating, 123 reviews

Waterfront| Fire pit| Deck|Kayaks

Come and make lifelong memories at The Eagles Nest on Beautiful Pushaw Lake! Newly renovated loft provides a unique camping like experience for children...or allows Adults to revisit their inner child. -Explore the lake with the one tandem and 2 child kayaks provided -Enjoy Barbecuing with our 4 burner grill on the outside deck just feet from the waters edge -Take a swim or relax with a good novel on the outside Hammock -Many family friendly nearby trails to hike and snowshoe

Guest favourite
Tiny home in Bangor
4.85 out of 5 average rating, 155 reviews

Field of Dreams Tiny Home

Cozy Tiny Home with Stunning Views Escape the hustle and bustle in this charming tiny home with serene field views. Enjoy the tranquility of nature while still being conveniently located just minutes from Bangor's airport and town center. Relax and unwind in the private Jacuzzi with stunning views of the endless field or gather around the fire pit for a cozy evening under the stars. The projector screen offers endless entertainment options, perfect for movie nights or gaming.

Guest favourite
Flat in Bangor
4.88 out of 5 average rating, 261 reviews

Bangor Waterfront Area Home. Large 1BR 1.5 Bath

Spacious, comfortable and fully equipped 2nd Floor 1 BR 1.5 BA apartment. Great for longer stays. Owner/host occupied building. It’s easy walking distance to the waterfront park and everything downtown. There’s a nice outdoor deck with a view of the river and off street parking for 1 car. Located 10 minutes from BGR / Bangor airport, 5 minutes from I-95, 1 hour to Bar Harbor/Acadia National Park. Shaws market and Dunkin’ are next door. 3 hospitals are nearby.

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, 858 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

Popular amenities for Old Town holiday rentals

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