A rocky shoreline with two white chairs facing the ocean at sunset. Boats are visible on the water, and a forested hill is in the background.

Tenants Harbor Holiday Rentals

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Our top choices for Tenants Harbor holiday rentals

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (455 reviews)
"Great stay, great location."
United States
Jerold
The price is NZ$349
includes taxes & fees
17 Aug - 18 Aug
Trade Winds on the Bay

2. Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (30 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is NZ$277
includes taxes & fees
15 Sept - 16 Sept
Simplicity-Just what you need! STR24-20

3. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (38 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
The price is NZ$814
includes taxes & fees
1 Sept - 2 Sept
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

4. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (35 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is NZ$557
includes taxes & fees
15 Sept - 16 Sept
Peaceful, Centrally Located Home with Seasonal River Views

5. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (47 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is NZ$1,126
includes taxes & fees
21 Aug - 22 Aug
In-town, coastal + relaxing in Rockland

6. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (51 reviews)
"We enjoyed staying at this site but we had difficulty with the address. I would recommend putting the number 67 on the outside of the mud room door, which would make it much easier to find the location A member of our party had difficulty sleeping on the pull out couch and recommended a thicker mattress. We also smelled cigarettes upon entry into the building but once the door was open for a short time the smell went away. I would definitely stay at this site again when I the area."
United States
April
The price is NZ$527
includes taxes & fees
15 Sept - 16 Sept
2 Bedroom Close to Town Home

7. Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (97 reviews)
"Great location close to town"
United States
Rich W.
The price is NZ$749
includes taxes & fees
14 Sept - 15 Sept
Comfortable, Close to Town Home, with Oceanview.

8. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.0 out of 10, Wonderful, (9 reviews)
"Host was fast in responding to all questions and concerns. Location was good for being close to all shopping and eating. "
United States
Kim W.
The price is NZ$453
includes taxes & fees
1 Sept - 2 Sept
Bright 2-Bedroom Apartment Near Downtown Thomaston

9. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (67 reviews)
"Perfect home away from home. Very well stocked kitchen, the beds were very comfy and everything was just overall cozy. Such a serene location. We will definitely stay again next time we come to visit our grandkids. "
United States
Tina B.
The price is NZ$957
includes taxes & fees
19 Aug - 20 Aug
Oceanview Bungalow Style Home in Owls Head

10. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is NZ$1,162
includes taxes & fees
9 Sept - 10 Sept
Luxury Yurt at Seaside Farm in Friendship

11. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
7.6 out of 10, Good, (15 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is NZ$270
includes taxes & fees
13 Sept - 14 Sept
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

12. Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
The price is NZ$866
includes taxes & fees
18 Aug - 19 Aug
Harbor/🦞 Pound Access & Views from Large Deck

13. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (10 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is NZ$342
includes taxes & fees
16 Aug - 17 Aug
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

14. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
Waldoboro
9.8 out of 10, Exceptional, (27 reviews)
"It was a wonderful stay at this home. The home was incredibly clean, the beds were very comfortable and had great bedding on them. It was a great location to all the nearby places we wanted to go to. Loved the historic charm. We would love to come and stay again!"
United States
Tina S.
The price is NZ$816
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem

15. The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is NZ$2,146
includes taxes & fees
7 Sept - 8 Sept
The Entire Waldoboro Inn

16. Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (21 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is NZ$673
includes taxes & fees
18 Aug - 19 Aug
Rustic Retreat Across from Lake; Family Friendly!

17. Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (19 reviews)
"Scenery was amazing, it was a bit chilly at night but a great place for peace and quiet!"
United States
Maurice E.
The price is NZ$697
includes taxes & fees
28 Aug - 29 Aug
Dome 1 - Luxury Dome at Come Spring Farm

18. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (90 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is NZ$469
includes taxes & fees
16 Aug - 17 Aug
Pine Grove Cottages

19. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is NZ$833
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem

20. Happy Cottage Near Everything 11

Happy Cottage Near Everything 11
Edgecomb
6.8 out of 10, (3 reviews)
"Great quit little place, great accommodations with even better help and information about the local area."
United States
George
The price is NZ$356
includes taxes & fees
15 Sept - 16 Sept
Happy Cottage Near Everything 11
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Tenants Harbor Hotel Reviews

Find out more about Tenants Harbor

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Tenants Harbor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Tenants Harbor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Tenants Harbor. Seeing all the best attractions is bound to make you fall in love with Tenants Harbor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Tenants Harbor short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Tenants Harbor?

Yes, there are holiday rentals close to the most popular sights in Tenants Harbor, or you can select a more secluded option if you're looking for a relaxing stay. Tenants Harbor is known for its waterfront.

What are some of the best holiday rentals that Tenants Harbor has to offer?

The Kittredge Cottage at East Boston Quarry: This holiday home rental outside of Tenants Harbor is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Tenants Harbor?

With 55 Expedia holiday rentals, you're guaranteed to find just the right place for your Tenants Harbor stay.

What’s there to see and do in Tenants Harbor?

Explore the area and family-friendly sights such as Maine State Prison Store, or get out into nature at a spot like Sandy Beach. Other places in town to visit include Marshall Point Lighthouse and Tenants Harbor Marina.

What’s a holiday rental in Tenants Harbor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Tenants Harbor. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.