
Holiday houses in Penobscot Bay
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Penobscot Bay
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Penobscot Bay holiday rentals
Other great holiday rentals in Penobscot Bay
Top Guest favourite

Home in Searsport
4.98 out of 5 average rating, 50 reviewsSun, Salt & Sand at Heart Rock House!
JessicaRating, 5 stars2 days ago
Five stars, all the way! Absolutely incredible house nestled on a private drive with the most gorgeous neighborhood beach. We really appreciated all the amenities and loving small touches that the owners put into their dream home. Would stay here a million times over again. Thank you so much for helping us create lifeline memories at the Heart Rock House!
Top Guest favourite

Guesthouse in Penobscot
4.98 out of 5 average rating, 48 reviewsThe South Bay Cottage "on the rocks"
Mary ElizabethRating, 5 stars7 months ago
the cottage was such a great location and space for our stay. centrally located to be able to get to Deer Isle, Bucksport, and acadia/bar harbor. driving to bar harbor and acadia was about an hour but the views were so beautiful with changing leaves and views of the water. we could sit at night with great views of the sunset or relax in the cozy cabin. we enjoyed hiking in acadia and great pond mountain, eating pizza from strong’s brewing, and exploring everything the cottage had to offer :) a perfect first visit to maine.
Top Guest favourite

Guesthouse in Belfast
5 out of 5 average rating, 22 reviewsMaine Attraction
LindaRating, 5 stars7 months ago
We highly recommend this place! Rob and Cassie were great, very responsive. The home was more beautiful in person than in the pictures and the view was wonderful!
Top Guest favourite

Cabin in Frankfort
4.96 out of 5 average rating, 50 reviewsStreamside Cabin at Trailhead
JenniferRating, 5 stars5 days ago
I cannot say enough great things about our stay here. The outdoor shower is absolutely incredible; so well crafted! If you’re looking at the listing and hesitant to book due to the toilet situation - don’t be! It was cleaner than quite a few other places we’ve stated that had “real” bathrooms. The cabin itself had everything we needed and more (comfortable bed, extra blankets, anything you’d need to cook simple meals, etc.). Everything was very clean and the rules & checkout instructions were very clear, which was great because that is definitely not always the case when you book a place. Bethany is a gracious and responsive host and the area is incredible. If you’re looking for a place in this area, I highly recommend staying here if it’s available for your dates!
Top Guest favourite

Holiday home in Swanville
5 out of 5 average rating, 21 reviewsLake Adjacent One Bedroom
RebeccaRating, 5 stars6 days ago
The apartment was perfect for my stay visiting family in the area. The rooms were fully stocked with everything you would need for your stay. The king bed was super comfortable. Karl and his wife were easy to communicate with and very responsive. I look forward to staying with them again.
Top Guest favourite

Treehouse in Brooks
5 out of 5 average rating, 17 reviewsLakeview Tree-house
BelmiraRating, 5 stars1 week ago
Beautiful tree house for a weekend get away. One of the main highlights was kayaking on the lake it was serene and absolutely stunning. Toni provided everything we needed and was very responsive the whole time we were there. If you’re looking for a peaceful retreat to unplug and recharge, this treehouse is a hidden gem. I can’t wait to come back!
Top Guest favourite

Cabin in Orland
5 out of 5 average rating, 47 reviewsMagical Lakefront Cabin on 5 Acres-25 Mi to Acadia
MirandaRating, 5 stars5 days ago
Mandi and Michael’s place was a dream come true! Our jaws dropped the moment we stepped foot out of the car and walked the path to the cabin. As hosts, they thought of everything we could need and more. Our stay at the Happy Loon was better than we could’ve imagined. Thank you both for making our trip so magical. We appreciate your hospitality and for sharing your beautiful property with us.
Guest favourite

Home in Northport
5 out of 5 average rating, 12 reviewsSternman's Cottage
JanaRating, 5 stars1 month ago
The place was serene—the perfect spot to relax, unwind, and bond. It is spacious, featuring two bedrooms and two full bathrooms, which is a plus. I highly recommend staying here whether you're visiting Bar Harbor, Acadia, or just exploring Maine. We enjoy all that this house has to offer. Thank you, Charlie, for your hard work on this place. It's clear that the house was built with love and passion. We’re grateful for the opportunity to stay here.
Destinations to explore
- China Holiday rentals
- Portland Holiday rentals
- Bar Harbor Holiday rentals
- Mid-Coast Holiday rentals
- Southern Maine Coast Holiday rentals
- Old Orchard Beach Holiday rentals
- Scarborough Holiday rentals
- Bangor Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Rentals with breakfast Penobscot Bay
- Family-friendly rentals Penobscot Bay
- Rentals with a washing machine and dryer Penobscot Bay
- Beachfront rentals Penobscot Bay
- Waterfront rentals Penobscot Bay
- Kid-friendly rentals Penobscot Bay
- Rentals with a fire pit Penobscot Bay
- Pet-friendly rentals Penobscot Bay
- Fitness-friendly rentals Penobscot Bay
- Rentals with outdoor seating Penobscot Bay
- Cabin rentals Penobscot Bay
- House rentals Penobscot Bay
- Rentals with beach access Penobscot Bay
- Rentals with a fireplace Penobscot Bay
- Apartment rentals Penobscot Bay
- Rentals with a patio Penobscot Bay
- Cottage rentals Penobscot Bay
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Acadia National Park
- Pemaquid Beach
- Samoset Resort
- Belgrade Lakes Golf Club
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Dragonfly Farm & Winery
- Hermon Mountain Ski Area
- Kebo Valley Golf Club
- Eaton Mountain Ski Resort
- Pinnacle Park
- Rockland Breakwater Light
- Spragues Beach
- Sand Beach
- Hero Beach
- Pebbly Beach
- Pebble Beach
- Narrow Place Beach
- Three Island Beach
- Bear Island Beach
- Indian Camp Beach
- Lighthouse Beach
- Farnsworth Art Museum
- The Camden Snow Bowl