Tenants Harbor Vacations from $696

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Your Tenants Harbor Vacation

Planning your next big break is a piece of cake with a Tenants Harbor vacation package. The neighborhood of Medomak, which is great for walking, makes a superb base to discover the marvels of this unique city. Owls Head Transportation Museum, Maine State Prison Store and Birch Point Beach State Park are just a few of the attractions you'll want to explore during your trip to Tenants Harbor. A few clicks is all it takes to craft the ultimate Tenants Harbor vacation on Expedia.

The Latest Tenants Harbor vacation packages

Price found within the past 48 hours. Click for updated prices.
Captain Sweetser's Inn

Captain Sweetser's Inn

$696
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
10/10 Exceptional! (139 reviews)
This B&B was full of history. The breakfasts were delicious and featured a lot of local items. The true gems of Captain Sweetsers' Inn are the sweet and attentive owners.

Reviewed on Aug 16, 2026

The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

$1,451
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
9.2/10 Wonderful! (200 reviews)
We love the Craignair and this was our second visit. The staff are all wonderful and so accommodating. Our arrival was a bit rough because there was private event taking place, so we had to wait until the bartender found someone to check us in and then it felt a bit like we weren't supposed to be in the common areas until the event concluded. No big deal, but we might have planned differently had we known ahead of time that this was the case. Wait staff were a bit loud one night after dinner service, but quieted down when we asked. Still, I am impressed at how relaxed and homey the place feels even in high summer when tourists are everywhere. We had previously stayed in November and kind of had it to ourselves, so we were definitely spoiled by that experience, but were amazed at how peaceful it was even during the busy season. Loved hiking Craig Island and watching the birds and the waves every morning and evening from our balcony or the dining area. This place is truly a gem.

Reviewed on Aug 9, 2026

Harborline Hotel

Harborline Hotel

$1,238
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
7.6/10 Good! (309 reviews)
Glen Cove Inn & Suites

Glen Cove Inn & Suites

$1,110
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
9.4/10 Exceptional! (1,006 reviews)
Bathroom was missing a towel bar with shoddy plaster work. Shower was made for a dolls house. Pool closes way too early.

Reviewed on Aug 16, 2026

Trade Winds on the Bay

Trade Winds on the Bay

$1,173
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rockland (RKD)
8.6/10 Excellent! (444 reviews)
Room was awesome!! Had 2 separate bedrooms and 3 toilets!!

Reviewed on Aug 15, 2026

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Stay near popular Tenants Harbor attractions

Marshall Point Lighthouse

9.6/10 (14 reviews)
Learn about the local history of Tenants Harbor when you take a trip to Marshall Point Lighthouse. While you're in the area, stroll along the marina.
See properties

Tenants Harbor Marina

9.8/10 (10 reviews)
Explore the waterfront in Tenants Harbor with a trip to Tenants Harbor Marina. Stroll along the waterfront or experience the area's museums.
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Tenants Harbor Hotel Deals

East Wind Inn on the Water

East Wind Inn on the Water

21 Mechanic St Tenants Harbor ME
9.4/10 Exceptional! (141 reviews)
"The inn is located on a true working harbor. Many boats were in the harbor and it was breathtaking to view them from the inn’s porch. The food was delicious!"

Reviewed on Aug 9, 2026

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East Wind Inn on the Water
Flagship Inn and Suites

Flagship Inn and Suites

200 Townsend Avenue Boothbay Harbor ME
$163 nightly
$177 total
Aug 23 - Aug 24
Total with taxes and fees
8/10 Very Good! (1,028 reviews)
"It was not what it appeared online when I booked it. But it was clean & safe"

Reviewed on Aug 15, 2026

Flagship Inn and Suites
Harborline Hotel

Harborline Hotel

6 Park Drive Rockland ME
Fully refundableReserve now, pay when you stay
$113 nightly
$123 total
Aug 19 - Aug 20
Total with taxes and fees
Harborline Hotel
See all 1,932 properties in Tenants Harbor
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.

Find the Best Tenants Harbor Vacation Packages

Tenants Harbor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Knox County Regional Airport (RKD)
Max Temp Winter
35ºF
Max Temp Summer
65ºF
Top Sights
Sandy Beach, Owls Head State Park and Owls Head Transportation Museum

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Frequently asked questions

How much does a Tenants Harbor vacation package cost?
You'll find cheap prices from $696 on Expedia for your Tenants Harbor getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Tenants Harbor costs.
What are the cheapest months to go to Tenants Harbor?
November, December and January are great times to look for cheap Tenants Harbor vacation packages. Traveling in quieter periods means you'll typically find better prices on flights and hotels.
How many days is enough for Tenants Harbor?
With a well-planned schedule, you can easily visit the top Tenants Harbor attractions in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Tenants Harbor vacation for longer.
How to find the best Tenants Harbor package deals?
Use Expedia's handy filters to find some tempting Tenants Harbor package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Tenants Harbor package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Tenants Harbor vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your Tenants Harbor trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Tenants Harbor?
If you're planning a spontaneous Tenants Harbor vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Tenants Harbor vacation packages?
If you're like us, you love discovering new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Tenants Harbor break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.