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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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Tenants Harbor holiday rentals

Lobby sitting area

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (457 reviews)
"Great stay, great location."
United States
Jerold
The price is S$263
includes taxes & fees
20 Aug - 21 Aug
Trade Winds on the Bay
Front of property

2. 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 S$627
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Interior

3. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
9.0 out of 10, Wonderful, (2 reviews)
"I liked that it was by the lake quiet and secluded. "
United States
Wilma
The price is S$499
includes taxes & fees
25 Aug - 26 Aug
Rustic Retreat Across From Lake; Family Friendly!
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

Topside Inn

Topside Inn

10/10 Excellent
"Balcony off the room with blankets, welcome drink, snacks, great breakfast and very clean room. Highly recommend"
Catherinas 1-night trip
Posted 6 hours ago
Topside Inn

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.

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.