A harbor with several boats at sunset.

Port Clyde Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Port Clyde vacation 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, (480 reviews)
"Great stay, great location."
United States
Jerold
$136 nightly
The price is $148
Sep 28 - Sep 29
Total with taxes and fees
Trade Winds on the Bay
House, 1 Queen Bed (Beehive Cottage) | Living area

2. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
$580 nightly
The price is $633
Sep 20 - Sep 21
Total with taxes and fees
Bee Hive Cottage, Romantic Maine Waterfront Cottag
House (3 Bedrooms) | Front of property

3. 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
Near Lakes, Bay & Trails! Historic Waldoboro Gem
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Port Clyde Hotel Reviews

Trade Winds on the Bay

Trade Winds on the Bay

10/10 Excellent
"It was walking distance to restaurants, didn't have a carpeted floors, a salt water warm indoor pool with hot tub, sauna, and shower, downstairs cafe for coffee, a cute gift shop... Had a great stay with the family. It was very quiet and I'd 100 percent stay here again."
Cayle 1-night trip
Posted 4 hours ago
Trade Winds on the Bay

Find out more about Port Clyde

Everything you need to know about Port Clyde vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port Clyde vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Clyde vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Clyde vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Clyde. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Port Clyde in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $148 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Port Clyde rentals

At Expedia, we put the best Port Clyde vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Port Clyde rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Clyde vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Clyde. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Port Clyde?

Yes, there are vacation rentals near popular attractions in Port Clyde, or you can choose a more secluded option if you want a relaxing place to stay.

What's the top vacation rental that Port Clyde has to offer?

Slow Down & Go Back in Time-Relax Completely in Our Maine Home: This vacation home rental outside of Port Clyde is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Port Clyde?

With 13 Expedia vacation rentals, you're sure to find just the right place for your Port Clyde stay.

What’s there to see and do in Port Clyde?

Explore the area and family-friendly sights such as Maine State Prison Store, or get out into nature at a spot like La Verna Preserve. Marshall Point Lighthouse and Owls Head Transportation Museum are a couple of places you'll find in the larger area.

What are vacation rentals like in Port Clyde?

Vacation rentals are privately owned properties you can stay in for a long or short time in Port Clyde. Vacation rentals offer amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.