Eastport vacation rentals

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Top-rated vacation rentals in Eastport

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Bayside, Canada

4.97 out of 5 average rating, 115 reviews

Charming Beachfront Apt w/Home Cinema & Coffee Bar

Nestled along this historic beachfront is this inviting lower-level apartment with breathtaking sunset views from the private pergola overlooking the water. Inside you’ll have everything you need for a relaxing stay with a fully equipped kitchen and coffee bar, a huge theatre screen with a popcorn machine, stylish dining, 2 bedrooms and a modern bathroom stocked with all the essentials. Walk just steps to the beach and only mins to charming St. Andrews with its great food and historic streets.

Jan 4 – 11

R2,105 ZAR per night

Guest favorite

Loft in Oak Haven, Canada

4.97 out of 5 average rating, 134 reviews

Safe Haven loft Waterfront with Kayaks, Oak Haven

Nice apartment on the scenic tidal Oak Bay. Sit & relax on lawn chairs & enjoy the view, watch the amazing tide change, walk on the ocean floor, explore the beach & go kayaking! Lovely space with open living/dining/kitchen area and Master Bedroom with Queen Bed and a small second bedroom w/2 twins! All new memory foam mattresses. Includes use of beach, canoes (2) kayaks (4) BBQ, fire pit w/wood, lawn chairs, coffee/tea, etc. NOTE: in May having some yard work done, price discounted to reflect.

Jan 3 – 10

R1,659 ZAR per night

Guest favorite

Guest suite in Eastport, Maine, US

4.98 out of 5 average rating, 60 reviews

Studio @ Chadbourne House: Private deck and more!

Modern studio apartment in a historic building in Eastport Maine. 460 sq ft with private deck, king-sized bed, sitting area w/gas stove, galley kitchen, and bathroom. Walk-out second story deck overlooks large side-yard and has table, umbrella, and chairs for outside dining or simply enjoying the day. Private entrance and off-street parking. Well-equipped kitchen w/ refrigerator/freezer, Keurig, kettle, toaster oven, cookware, knives, utensils, dinnerware. Large closet with vacuum and heater.

Oct 5 – 12

R1,967 ZAR per night

Guest favorite

Home in Eastport, Maine, US

4.95 out of 5 average rating, 22 reviews

Eagles Bluff Cottage

Experience the natural beauty of Maine at Eagles Bluff Cottage, a fully furnished 2 bedroom 1 bath cottage with breathtaking ocean views in Eastport. Relax in the beautifully decorated living room, cook in the fully equipped kitchen, and sleep soundly in the comfortable bedrooms with fresh linens. The modern bathroom has all the amenities you need. Enjoy the peaceful and quiet surroundings from the patio. Book your stay today and experience the magic of Eastport! The home is dog friendly only!

Nov 29 – Dec 6

R2,767 ZAR per night

Guest favorite

Guest suite in St. Andrews, Canada

4.99 out of 5 average rating, 194 reviews

Homestead Cottage downtown Saint Andrews

This private newly renovated suite is perfect for 1-2 people looking to stay in the pretty seaside town of Saint Andrews. Situated away from the street, with ample parking, this suite has comfortable modern furnishings, a fully equipped kitchen and private bathroom, within a short walking distance to downtown Saint Andrews and its many amenities including restaurants, shopping, gardens, museums, walking routes, nature reserves, beaches as well as whaling and outdoor excursions. Come and stay!

Oct 21 – 28

R1,747 ZAR per night

Superhost

Tiny home in Oak Bay, Canada

4.84 out of 5 average rating, 316 reviews

Turning Tides Oceanfront Tiny Home

We at Turning Tides know that people are going through a lot right now. We want to encourage folks to: get out of their apartments, get out of the city, stay safe and sane somewhere you can have some space! Use our kayaks to enjoy the famous Bay of Fundy that’s located steps away. Or take in the tides from the back deck while you BBQ some dinner. Come have a fire! Sit and watch the entertaining animals we have. Come Enjoy! *WIFI IS SPOTTY! DOWNLOAD MOVIES IF YOU WANT THEM ON YOUR PHONE :)*

Sep 15 – 22

R1,803 ZAR per night

Guest favorite

Cottage in Machiasport, Maine, US

4.97 out of 5 average rating, 156 reviews

Cottage/w ocean view, hiking + lobster boat lounge

Overlooking Holmes Bay and lovely Long Point nature reserve, the Dock House is a stylish, mini-home connected to a lobster boat library & lounge. Enjoy sun-filled rooms and mid-century modern decor as well as access to a small beach. Hike some of Maine's best trails (minutes away) or drive to Acadia, Campobello, Eastport, the Schoodic Peninsula and much more. Visit tourist-free coastal towns or go antiquing. Buy fresh lobster, grill on the deck, or dine in-town at renowned Helen's restaurant.

Mar 28 – Apr 4

R4,209 ZAR per night

Guest favorite

Home in Eastport, Maine, US

4.96 out of 5 average rating, 113 reviews

Mermaid's Mini Mansion

With peak ocean views as well as the first sunrise in the nation from our location across from Todd's Head, the mini-mansion offers a full kitchen, comfortable bedroom, outdoor 3 person hot tub, washer dryer, yard and ocean breezes. Strolling distance to the pier for a whale watch, the artistic downtown, and the brewery! There is a Weber grill, outdoor seating, bikes to use, books, games, record player and WIFI. We welcome your pets and your children :)

Oct 20 – 27

R3,146 ZAR per night

Guest favorite

Apartment in Utopia, Canada

4.87 out of 5 average rating, 222 reviews

Utopia lakeside Loft

Feel the relaxation begin as you drive down a tree-lined road to your private loft retreat on the shore of pristine Lake Utopia. Swim at your private, safe white sand beach, make sandcastles or just sunbathe while listening for loons or watching for jumping fish. Relax in the hot tub or kayak on the lake. There’s a private lakeside gazebo with propane fireplace for your enjoyment or you can choose a crackling wood fire on the beach.

Dec 17 – 24

R2,171 ZAR per night

Guest favorite

Guesthouse in Saint George, Canada

4.92 out of 5 average rating, 130 reviews

Riverview Guesthouse "The Loft"

Come and enjoy "The Loft",. Private back garden Oasis , private parking, high speed Wifi/ internet, Just a one minute walk to the riverfront with miles of groomed trails and boardwalks, One of the most prestigious neighbourhoods in the town. Minutes from the canal beach, this is a place where memories can be made. Year round rental

Dec 8 – 15

R1,533 ZAR per night

Guest favorite

Cottage in Roque Bluffs, Maine, US

4.97 out of 5 average rating, 171 reviews

Ellie's Cottage—lovely, bright, and tasteful

This sweet little cottage has amazing light and views across fields and woods into the ocean. Sunrises are spectacular and stargazing at night is awe-inspiring. Perfect for a quiet getaway where you can really unplug. The State Park is just 2 miles away. Roque Bluffs is a special place in the world with much to explore.

Oct 18 – 25

R2,214 ZAR per night

Guest favorite

Apartment in Eastport, Maine, US

4.94 out of 5 average rating, 50 reviews

Top of the Town

Individuals or a couple will be comfortable in this unique space. This is a very large apartment in downtown Eastport, with wonderful views, a great location, and a private parking place. It is a third floor walk-up, so be prepared to climb some stairs, but the views and the comfortable accommodations are worth it.

Dec 7 – 14

R2,487 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Eastport vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Eastport's top sights

The Happy Crab13 locals recommend

Quoddy Bay Lobster9 locals recommend

Deer Island Point Campground5 locals recommend

R & M Iga Foodliner8 locals recommend

Eastport Chowder House6 locals recommend

Raye's Mustard Mill Museum13 locals recommend

Other great vacation rentals in Eastport

Guest favorite

Loft in Eastport, Maine, US

5.0 out of 5 average rating, 17 reviews

Modern Loft on The Waterfront

Sep 29 – Oct 6

R3,308 ZAR per night

Guest favorite

Tiny home in Eastport, Maine, US

4.88 out of 5 average rating, 86 reviews

Immaculate tiny house,walk to everything Eastport!

Jul 11 – 18

R1,975 ZAR per night

Guest favorite

Home in Eastport, Maine, US

5.0 out of 5 average rating, 34 reviews

Luxury living quick walk to town - King Bed

Nov 28 – Dec 5

R3,306 ZAR per night

Guest favorite

Cottage in Eastport, Maine, US

4.96 out of 5 average rating, 23 reviews

Water view home in Eastport

Feb 25 – Mar 4

R2,657 ZAR per night

Guest favorite

Apartment in Eastport, Maine, US

4.98 out of 5 average rating, 63 reviews

Entire 1 bedroom apartment for quality R&R!

Feb 28 – Mar 7

R3,485 ZAR per night

Guest favorite

Apartment in Eastport, Maine, US

5.0 out of 5 average rating, 18 reviews

The Waterfront Loft Eastport

Oct 21 – 28

R4,250 ZAR per night

Guest favorite

Apartment in Eastport, Maine, US

5.0 out of 5 average rating, 42 reviews

Historic Bayside Corthell & Gardner Building

Jan 12 – 19

R3,797 ZAR per night

Guest favorite

Apartment in Eastport, Maine, US

4.9 out of 5 average rating, 69 reviews

"Jolly Breeze" New apartment. Deep cleaned!

Jul 29 – Aug 5

R2,610 ZAR per night

Show all

Other great vacation rentals in Eastport

Guest favorite

Loft in Lubec, Maine, US

4.98 out of 5 average rating, 56 reviews

Fisherman's Loft- 2nd floor, Channel view Lubec ME

Oct 19 – 26

R1,923 ZAR per night

Guest favorite

Home in Dennysville, Maine, US

4.98 out of 5 average rating, 88 reviews

Anna's House

Feb 13 – 20

R2,522 ZAR per night

Guest favorite

Cabin in Pembroke, Maine, US

5.0 out of 5 average rating, 12 reviews

New cabin. Quiet and peaceful

Feb 12 – 19

R3,249 ZAR per night

Guest favorite

Apartment in Lubec, Maine, US

4.9 out of 5 average rating, 96 reviews

Historic comfortable in-town one bedroom apartment

Feb 2 – 9

R2,459 ZAR per night

Guest favorite

Cottage in L'Etete, Canada

5.0 out of 5 average rating, 71 reviews

The Carriage House - Tranquility with a view!

Dec 29 – Jan 5

R2,725 ZAR per night

Guest favorite

Home in Eastport, Maine, US

5.0 out of 5 average rating, 16 reviews

Downdeasta on Broadway

Dec 15 – 22

R4,337 ZAR per night

Guest favorite

Home in Wilsons Beach, Canada

5.0 out of 5 average rating, 35 reviews

“Head Harbour Haven”oceanfront home on Campobello

Aug 10 – 17

R6,343 ZAR per night

Guest favorite

Cottage in Eastport, Maine, US

5.0 out of 5 average rating, 10 reviews

RELAXING OCEANFRONT GETAWAY!!!

Oct 19 – 26

R7,740 ZAR per night

Show all

Quick stats about vacation rentals in Eastport

Total rentals
70 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
R192 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Eastport?
Yes! Work meets play with ease at over 20 vacation rentals in Eastport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Eastport?
Four-legged friends are welcome in Eastport. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Eastport?
Experience the best of Eastport with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Eastport have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Eastport. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Eastport have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Eastport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Eastport?
Eastport has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Eastport vacation rentals

Top-rated vacation rentals in Eastport

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Eastport vacation rentals

Stay near Eastport's top sights

Other great vacation rentals in Eastport

Loft in Eastport, Maine, US

Tiny home in Eastport, Maine, US

Home in Eastport, Maine, US

Cottage in Eastport, Maine, US

Apartment in Eastport, Maine, US

Apartment in Eastport, Maine, US

Apartment in Eastport, Maine, US

Apartment in Eastport, Maine, US

Other great vacation rentals in Eastport

Loft in Lubec, Maine, US

Home in Dennysville, Maine, US

Cabin in Pembroke, Maine, US

Apartment in Lubec, Maine, US

Cottage in L'Etete, Canada

Home in Eastport, Maine, US

Home in Wilsons Beach, Canada

Cottage in Eastport, Maine, US

Quick stats about vacation rentals in Eastport

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Eastport?

Are there pet-friendly vacation rentals in Eastport?

How much does it cost to stay in house rentals in Eastport?

Do house rentals in Eastport have a bbq area?

Do apartment rentals in Eastport have wifi?

Are there family-friendly house rentals in Eastport?

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