
Holiday rentals in Penobscot
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Top-rated holiday rentals in Penobscot
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Oceanview Escape near Maine Beaches
Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included

Relaxing and cozy A-Frame, Maine woods, “Birch”
Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Maple” A Frame is just next door. See separate listing for availability OR to book both.

The Greenhouse Cottage
We feel that the best way to describe our getaway to be “Rustic Elegance”. When you walk through the door you will instantly feel the warmth of a uniquely styled Adirondack cottage. Located nearby to the Acadia Highway (aka Route 1), we are close by to historic Fort Knox, Castine, and Acadia. Enjoy our attached “Greenhouse” which has been made over into a delightful screenhouse/patio, the country setting, blueberry fields, and the beautiful sunrises and sunsets! Fire pit, horseshoes, more!!!

2 bedroom apartment in Trenton, near Acadia
Two bedroom second floor apartment. An easy 7 minute drive to Mount Desert Island, and 17 minute drive to Acadia National Park’s, Hulls Cove visitor center, 22 minutes to downtown Bar Harbor. In the other direction, an easy 10 minute drive to Ellsworth, 29 minutes to Newbury Neck Beach, 30 minutes to Blue Hill. The perfect place to return to get away from the crowds and unwind after a day of exploring. Monthly discount will only be accepted when requesting to book months November through May.

Lavender by the Sea
The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

The Maine Getaway - Lakefront with Beach
If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Sea Pearl
This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Acadia Treehouse near Bar Harbor - Private Luxury
Escape to a secluded luxury treehouse in the forest of Maine. Unwind in the spa-like full bath with a jacuzzi and sauna. Includes 1 bedroom and loft with 2 queen beds, full kitchen, fireplace, 2 screened porches & outdoor shower. Perfectly located for visiting Acadia National Park, ATV trails and scenic drives. Whether soaking in the jacuzzi, relaxing by the fire, or unwinding on the porch to the sound of rustling leaves, this luxury treehouse is a getaway you’ll never forget

Brand new cottage close to downtown Blue Hill
The cottage is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of Blue Hill Bay. This is an edge wood retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bears down the road eat them all. 3D nature is unfolding right in front of your eyes and Acadia National Park is a 50 min drive from here. Oh man, you are free!

Gateway Cottage Acadia National Park Bar Harbor
Keep life simple at this cozy, peaceful and private little "cottage in the woods". Centrally-located to many attractions such as Acadia National Park, Bar Harbor, Whale Watching, Lobster Fishing tours. Less than 5 minutes from local Ellsworth restaurants, unique shops, gas stations and supermarkets. The enclosed sunroom is perfect for morning coffee, winding down at the end of the day with a glass of wine or curling up with a good book on the boat bed.

Modern Cabin in the Pines • Hot Tub + Near Acadia
Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

Private Lakeside Camping in Penobscot, Maine
Private lakeside camping on Toddy pond in Penobscot, Maine 50 min. from Acadia and Bar Harbor. This 400 foot private wooded lakeside lot is available for camping. This rental is close to Acadia, Ellsworth, Bucksport and the Blue Hill Peninsula. Go out and explore the area attractions or stay put and swim, fish, and kayak on one of Downeast Maine's most popular lakes; Toddy Pond.
Popular amenities for Penobscot holiday rentals
Other great holiday rentals in Penobscot

The Adams Suite on U-pick Blueberry Farm

Etna pond retreat

Renovated antique cape on Northern Bay

Sunset Retreat on Brewer Lake

A-Frame Getaway | Hot Tub | Pool Table

Penobscot Bay. Spear’s Point Sat-Sat. One wk min

Welcome to "The Cottage" at "The Shore".

New Bar Harbor listing- Evergreen Yurts, #3 Spruce
When is the best time to visit Penobscot?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $192 SGD | $192 SGD | $182 SGD | $192 SGD | $231 SGD | $256 SGD | $271 SGD | $275 SGD | $242 SGD | $228 SGD | $216 SGD | $197 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Penobscot?
Penobscot has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Penobscot?
Experience the best of Penobscot with our cottage rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Penobscot?
Four-legged friends are welcome in Penobscot. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Penobscot?
Yes! Work meets play with ease at over 50 vacation rentals in Penobscot featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Penobscot have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Penobscot. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Penobscot have a kitchen?
Absolutely! We offer over 20 cottage rentals with a kitchen in Penobscot. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Penobscot have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Penobscot. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Penobscot have free parking?
Absolutely! We offer over 50 house rentals with free parking in Penobscot. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Penobscot

Total holiday rentals
Explore 110 holiday rentals in Penobscot

Nightly prices starting at
Penobscot holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 5,500 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of Penobscot holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Penobscot rentals

4.9 Average rating
Penobscot stays are highly rated by guests – averaging 4.9 out of 5!
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- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Sand Beach
- Farnsworth Art Museum
- University of Maine
- Rockland Breakwater Light
- Maine Discovery Museum
- Schoodic Peninsula
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Cellardoor Winery
- Camden Hills State Park




