Port Clyde Holiday Rentals

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Holiday Rentals in Port Clyde

Trade Winds on the Bay
Panoramic Suite, 1 King Bed with Sofa bed, Balcony, Harbour View
Trade Winds on the Bay
3.0 star property
7.6 out of 10, Good, (42)
"This property is centrally located in Rockland and within walking distance to the harbor, dining, coffee, shopping, and more. We had a great harbor view from our room. And while Trade Winds is old and needs work (smells old and we had to air out our room every time we came back to it.), it's in the ideal location and we would definitely stay there again; just wish the price was a little less expensive. Customer service and communication was top notch and exceeded all expectations. "
The price is NZ$282
includes taxes & fees
4 Jun - 5 Jun
Trade Winds on the Bay
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, (29)
"Cottage is rustic but clean in an amazing location. The view out to the boats moored in the water is one of a kind. We cooked all our meals in the kitchen and it worked well for us -- good sharp knives was a plus. Being able to walk down the dock and get the freshest lobsters possible for an excellent price was the highlight of our stay. Free access to kayaks was another nice amenity -- lots of coast to explore. The house is a little quirky (uneven floors and bathroom door is really a curtain),...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
A Charming Waterfront Cottage with Touches of Elegance
Property grounds
A Charming Waterfront Cottage with Touches of Elegance
10.0 out of 10, Exceptional, (78)
"We had a wonderful stay. The porch had amazing views and was comfortable even in the winter. The kitchen was large and incredibly well equipped. The cottage was beautifully decorated and had lots of natural light."
A Charming Waterfront Cottage with Touches of Elegance
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Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Fridge, microwave, oven, stovetop
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
9.8 out of 10, Exceptional, (55)
"Perfect for my husband and I. Great view on the water."
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, (71)
"We enjoyed the tranquility of the cottage and we appreciated the antiques connecting the cottage to the past/ history of the area. No issues with our stay. Location was good; the drive to daily activities not tremendous. Loved the village, and the people were so friendly. Great escape from every day life."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
TV, fireplace, books, stereo
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (23)
"Beautiful home that is a great proximity to Boothbay Harbor downtown. The pond is very nice but the water level was very low during our stay in March and there were no boats available as described in the listing. It is unclear whether this is something to note for all offseason travelers"
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
Beach
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
10.0 out of 10, Exceptional, (89)
"Maine is spectacular in mid-October. The Primrose Apartment was the perfect location to see the colorful leaves, visit lighthouses and enjoy all both Rockland and Camden have to offer. Alex and Siobhan were gracious, thoughtful and kind hosts. The view of Glen Cove from both the kitchen window and the deck is stunning. The Primrose was the perfect property and location for our stay."
Oceanfront,Unobstructed Ocean Views, Onsite ocean access to a small sandy beach
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Property grounds
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
9.6 out of 10, Exceptional, (32)
"We spent three nights at Pauls Cottage. As a local host for vacation homes on Cape Cod. I pay attention to the details.The home had a three night minimum.The fee for the host was as much as the nightly rate. There for we expected the service to match the rate. Check in for the cottage was 4:00. We had a 4 1/2 hour drive and knew we would be coming in late. However, we did not hear from our host on how to enter the cottage. It wasn't until I made a few attempts to reach her and after 6:00 that we...
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Property grounds
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
8.6 out of 10, Excellent, (28)
"The title and description are spot on, this is a vintage home with every amenity we needed for a long weekend exploring Damariscotta and Boothbay Harbor. We only needed 3 bedrooms, so did not use the bunk beds tucked into the first floor alcove, and planned to spend most of our time out & about. It was a perfect location for us."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
Aerial view
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
10.0 out of 10, Exceptional, (49)
"We had a wonderful stay at Bold Colorful Life! From the moment we arrived to such a warm welcome from Melissa, we felt so relaxed. There is so much attention to detail and the amount of care that Melissa puts into the house and grounds is truly impressive. She gave us great recommendations for places to go and restaurants to eat. The location also can’t be beat. It is close to all of the attractions but in a wonderfully quiet place to relax at the end of a busy day. We enjoyed walking down to...
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Fridge, microwave, oven, stovetop
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
8.2 out of 10, Very good, (13)
"The house was big and private and in a great area close to everything in Boothbay."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
On the beach, sun-loungers
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
9.8 out of 10, Exceptional, (88)
"Amazing views from the deck. House as advertised. Great owners."
Oceanfront, Onsite Ocean Access to a small beach. Fantastic Ocean & Island Views
East Boothbay Waterfront One room Condo.Waterview from in side this room
On the beach, beach towels
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, (106)
"EXCELLENT AND ENJOYABLE"
East Boothbay Waterfront One room Condo.Waterview from in side this room
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
Fridge, microwave, oven, stovetop
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
8.8 out of 10, Excellent, (13)
"This is the perfect Maine camp! Clean, comfortable and cute."
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Interior
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.8 out of 10, Exceptional, (6)
"Had the good old field of what we always called a "camp." Kitchen was well stocked with utensils and glassware, etc. The lobster processing facility made for a bit of noise and a pretty steady stream of traffic. A lot of trucks, from pickups to semis coming in and out. Didn't really bother us a whole lot but it might bother other people. Overall the view of the water was pretty nice except for the power lines and there's not much that can be done about that. Have to have electricity after all."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
View from property
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
9.6 out of 10, Exceptional, (54)
"We thoroughly enjoyed our time here in New Harbor. The quiet and solitude of that area was great, and early morning runs to Pemaquid Beach and down to the lighthouse - wonderful! Also close enough to Damariscotta and other towns was perfect. Thank you! The house itself- quiet, very clean, with everything we wanted."
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
Property grounds
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
8.0 out of 10, Very good, (32)
"We really enjoyed our stay at this cabin. Authentic vintage experience! Off course, if your are looking for a neet and sophisticate lodding, it might not be the place for you… but it was perfect for us! Very well located, near a private beach with 2 kayaks and chairs for our convinience. Also very near to the action of Boothbay Harbor that was a nice discorery! The cabin is very confortable, with everything we needed to prepare a nice meal and relax at anytime of the day. The only thing that...
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
Spacious & tranquil waterfront hideaway on Muscongus Sound
Property grounds
Spacious & tranquil waterfront hideaway on Muscongus Sound
7.6 out of 10, Good, (21)
"This is a great place especially if you have dogs. The only advice I would give the management company is to leave directions to the transfer station or better yet take the trash for your guests at the end of their stay. Putting smelly trash in our car wasn’t great. All in all though, it was a great place for a family with dogs!"
Spacious & tranquil waterfront hideaway on Muscongus Sound
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
View from property
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
9.8 out of 10, Exceptional, (59)
"This home was even better than the pictures! The space is so cozy and decorated beautifully. The hosts left a huge bouquet of fresh flowers for us along with bread, chocolates, and jams. Checking in and out was super easy and the home had all the accommodations you could need. Definitely will be back!"
Jaw-Dropping Coastal Mountain & Ocean View Post & Beam Log Getaway
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Fridge, microwave, oven, stovetop
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
10.0 out of 10, Exceptional, (13)
"My husband and I stayed two nights, arriving late in the afternoon. We had no difficulty finding or getting into the property. The place was clean and the bed was comfortable. We were out doing things in the area most of the time, but did enjoy a slow, quiet morning and loved being able to walk to the nearby park and enjoy the view. We were also in the apartment early one evening because of light rain, just reading and checking emails, etc., and missed the basics for preparing our own food....
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Don't see what you're looking for?
See all available properties in Port Clyde
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.

Other types of properties in Port Clyde you may be interested in

Rockland Harbor Hotel
View from property
Rockland Harbor Hotel
2.5 star property
9.2 out of 10, Wonderful, (1002)
"Location!"
The price is NZ$302
includes taxes & fees
4 Jun - 5 Jun
Rockland Harbor Hotel
Tugboat Inn
Two Queen Marina Front | Exterior
Tugboat Inn
3.0 star property
9.0 out of 10, Wonderful, (831)
"Great quick trip would stay at the tugboat again! "
The price is NZ$267
includes taxes & fees
2 Jun - 3 Jun
Tugboat Inn
Ledges by the Bay
Mobile Home, 2 Bedrooms, Non Smoking, Ocean View | Property grounds
Ledges by the Bay
2.5 star property
8.6 out of 10, Excellent, (807)
"Beautiful ocean view "
The price is NZ$207
includes taxes & fees
4 Jun - 5 Jun
Ledges by the Bay
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.

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 Port Clyde 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 Port Clyde. 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 Port Clyde. Seeing all the best attractions is bound to make you fall in love with Port Clyde. 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 Port Clyde short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Port Clyde?

Yes, there are holiday rentals close to the most popular sights in Port Clyde, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Port Clyde has to offer?

Boothbay Harbor Maine, Beautiful private Apartment : This holiday home rental outside of Port Clyde is located by the ocean, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave.

How many holiday rentals will I find in Port Clyde?

With 17 Expedia holiday rentals, you're guaranteed 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 St. George River. Marshall Point Lighthouse and Pemaquid Point Lighthouse Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Port Clyde?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Port Clyde. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.

Recent reviews of Port Clyde properties
Expedia verified reviews

Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland

5/5 Excellent
"We enjoyed staying at Hampton Inn. Everything was great!"
A verified traveller from Twin Falls stayed at Hampton Inn & Suites Rockland
Posted 6 hours ago
Hampton Inn & Suites Rockland