Photo by Geraldine Soh

Eastport Holiday Rentals

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Holiday Rentals in Eastport

Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck

10.0 out of 10, Exceptional, (41)
"We had an amazing time! The house was beautiful- exceeded expectations! The views were incredible! We did a lot of exploring. We saw moose, seals, and eagles in the area. We will plan to come back! "
Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck

Updated Apartment Quiet Location Trees Water Walk To Downtown.

9.8 out of 10, Exceptional, (70)
"Loved the place!"
Updated Apartment Quiet Location Trees Water Walk To Downtown.

Luxury living, quick walk to town. King bed.

10.0 out of 10, Exceptional, (27)
"Another amazing stay at one of the best rentals available in Eastport Maine. The owners are truly amazing even offering me an extra night to avoid the pending snowstorm on Christmas Eve. This really meant a lot and just goes hand and hand with the quality of this great rental. Everything about the house was perfect for our third holiday spent there. Couldn't ask for a better experience, location, and level of comfort."
Luxury living, quick walk to town. King bed.

Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries

10.0 out of 10, Exceptional, (35)
"Perfect place! "
The price is AU$682
includes taxes & fees
21 Feb - 22 Feb
Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries

Beach Cottage In DownEast Maine

9.2 out of 10, Wonderful, (32)
"We greatly enjoyed our four night stay on Carlow Island at this property. It was a quiet area, with plenty of beach, perfect for a family with children to explore. We had a wonderful time, collected a lot of sea glass, and biked down to Eastport and up along the down East sunrise trail into perry."
Beach Cottage In DownEast Maine

Charming Cottage on quiet street in Historic Eastport

10.0 out of 10, Exceptional, (19)
"We were here for a very brief stay and this cottage was perfect for our needs. It was spotlessly clean, tastefully furnished and very, very well equipped. Great in town location . Loved"
Charming Cottage on quiet street in Historic Eastport

View Of Ocean on second story , Open Concept Living, Walk To Downtown. A/C.

9.8 out of 10, Exceptional, (35)
"We loved our time in this home! Jeanne was super easy to get in touch with, and even though there was a mixup with her cleaner, she went above and beyond to make sure the mistake was made right. The home was very comfortable & the view from the upper deck is gorgeous. The bed we used was very comfortable as well and the workout room was a nice perk! Just be aware that there is another downstairs back apartment, so you'll want to keep the back bedroom sliding door curtain closed as it goes out to...
View Of Ocean on second story , Open Concept Living, Walk To Downtown. A/C.

Bayside Cabin set on the edge of Cobscook Bay facing the beautiful Sunset!

6.0 out of 10, (1)
"The only issues I had Was when I got to my cabin the bed had not been made and the trash was not empty from the people before so we had to go to the red barn wash our bedding before we could sleep that night. Also the ad said 1 bedroom 1 bathroom there was no bathroom in the cabin it was in the red barn"
Bayside Cabin set on the edge of Cobscook Bay facing the beautiful Sunset!

On the top of ledge overlooking Cobscook Bay

10.0 out of 10, Exceptional, (8)
"Lovely property - just great to get away from it all."
On the top of ledge overlooking Cobscook Bay

Charming 1-bedroom apartment with amazing views in fabulous Eastport!

10.0 out of 10, Exceptional, (1)
"i needed a last minute place to stay for a work trip this past weekend. accidentally booked the wrong weekend and Jennifer was super responsive and helped me to change the dates as well as spoke to my concerned dad who was nervous to have his (25 year old) baby traveling alone, haha. The apartment is clean, exactly (if not better) as how it's listed, with a great location right infront of the water and downtown. Jennifer left a list of places that would be open during the fall and winter months...
The price is AU$374
includes taxes & fees
23 Feb - 24 Feb
Charming 1-bedroom apartment with amazing views in fabulous Eastport!

Colonels Quarters of Eastport

9.8 out of 10, Exceptional, (8)
"Quiet "
Colonels Quarters of Eastport

27 acres nestled on the coast of Cobscook Bay

10.0 out of 10, Exceptional, (1)
"Property and house are amazing. Owner is very responsive and extremely nice."
27 acres nestled on the coast of Cobscook Bay

Sea-Breeze Cottage perched on the edge of the bay.

9.6 out of 10, Exceptional, (13)
"Perfect location! Private, quiet, and quaint. Seals and minke whales spotted from the front porch! The kitchen was well-equipped and the furnishings were cozy and comfortable. We will definitely be back!"
Sea-Breeze Cottage perched on the edge of the bay.

Quoddy Cottage over looking Passamaquoddy Bay

9.6 out of 10, Exceptional, (4)
"Take time to explore the hidden gems and quirks at Rossport farm! The trails are a joy to walk. Ross was a wonderful and available host. He gave us the grand tour in his golf cart. The kayaking was stellar. Enjoyed fires every night. Spend time looking around the Big Red Barn! So much to see. The cottage is old, albiet works well for accommodations. We walked to town each day. Highly recommend the whale watch tour. Beware that short staffing currently has most restaurants closed until Wednesdays...
Quoddy Cottage over looking Passamaquoddy Bay

Beautiful Downeast Maine Family Lakeside Rental!

10.0 out of 10, Exceptional, (17)
"The Morris lake house was exactly what we needed for our trip. Perfect location of the main roads and on the lake. Ver impressed with all of the accommodations. Always a relief when you forgot all the kitchen things like a bag or parchment paper. The house was clean and comfortable with plenty of room. One of the best VRBO houses we have stayed at. Lucas and Evonn responded in seconds with any questions. Couldn’t be happier. "
Beautiful Downeast Maine Family Lakeside Rental!

Cozy 1 bedroom cabin a few steps from Gardner Lake

9.8 out of 10, Exceptional, (19)
"We thoroughly enjoyed our stay. Beautiful cottage and setting.Mary Jane was a wonderful host.We will definitely come back."
Cozy 1 bedroom cabin a few steps from Gardner Lake

Bear Mountain Lodge

4.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful view "
The price is AU$182
includes taxes & fees
24 Feb - 25 Feb
Bear Mountain Lodge

Peaceful Lubec Home w/ Views: Walk to Beach!

10.0 out of 10, Exceptional, (3)
"Very charming home, nice location, Great deck for sunsets and relaxing. Cozy and peaceful. Enjoyed our stay."
Peaceful Lubec Home w/ Views: Walk to Beach!

World’s highest tides! Pet friendly, bay front cottage with huge fenced yard.

9.6 out of 10, Exceptional, (35)
"For us, the large, securely fenced yard made all the difference for our Jack Russell. Beautiful views of the bay from the porch, the living area, and the upstairs bed room. The upstairs bedroom was very comfortable although the stairs are a little steep. Our host was quick to respond to any of our questions and the house is an easy drive to a well stocked IGA grocery store. I recommend bringing your passport and going to Campobello Island. See Liberty Point for some beautiful cliff views."
World’s highest tides! Pet friendly, bay front cottage with huge fenced yard.

Charming Newly-Renovated Waterfront Cottage in Lubec

Charming Newly-Renovated Waterfront Cottage in Lubec
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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Other types of properties in Eastport you may be interested in

Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck

10.0 out of 10, Exceptional, (41)
"We had an amazing time! The house was beautiful- exceeded expectations! The views were incredible! We did a lot of exploring. We saw moose, seals, and eagles in the area. We will plan to come back! "
Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck

Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries

10.0 out of 10, Exceptional, (35)
"Perfect place! "
The price is AU$682
includes taxes & fees
21 Feb - 22 Feb
Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries

Beach Cottage In DownEast Maine

9.2 out of 10, Wonderful, (32)
"We greatly enjoyed our four night stay on Carlow Island at this property. It was a quiet area, with plenty of beach, perfect for a family with children to explore. We had a wonderful time, collected a lot of sea glass, and biked down to Eastport and up along the down East sunrise trail into perry."
Beach Cottage In DownEast Maine
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.

Frequently asked questions

Can I find holiday rentals in Eastport?

Yes, there are holiday rentals close to the most popular sights in Eastport, or you can select a more secluded option if you're looking for a relaxing stay. Eastport is known for its local tours and festivals. Make sure you have time to check out the university setting and parks during your trip.

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

Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck: This highly rated holiday home rental in Eastport is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Other favourite homes for rent in Eastport are View Of Ocean on second story , Open Concept Living, Walk To Downtown. A/C. and Luxury living, quick walk to town. King bed..

How many holiday rentals will I find in Eastport?

Choose from 27 Expedia holiday rentals in Eastport for a memorable holiday.

What’s there to see and do in Eastport?

While exploring the area, visit family-friendly sights like Huntsman Marine Science Centre, or get outside and enjoy nature at Shackford Head State Park. In the wider area, you’ll find Small Town X Fisherman Statue and Roosevelt Campobello International Park.

What’s a holiday rental in Eastport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Eastport. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.