Eastport holiday rentals
We found 190 holiday rentals — enter your dates for availability
Discover a selection of 37 homes, 10 apartments and other holiday rentals in Eastport that are perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as parking and air conditioning. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Find spaces that suit your style
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Find the best place to stay - Eastport
Tastefully decorated fully-equipped Eastport Annapolis house with water views
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
83 reviews(83 reviews)
Stunning Home Nestled on the Peninsula of Eastport
Sleeps 8 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Nautical Feel to This Beautiful Eastport Home
Sleeps 6 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Charm & Style in this Renovated Eastport Home
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Perfect Eastport Location, walk everywhere, Annapolis
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Beautiful Waterfront Townhome In Historic Annapolis
Sleeps 8 · 3 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Eastport?
The most in-demand types of holiday homes in Eastport are houses. Prefer something different? Stayz has many options to match the needs of our guests, so you’ll see holiday properties in all sizes, and for all budgets. The perfect fit is ready and waiting for you — discover yours today.
How much does it cost to rent a holiday home in Eastport?
The average price for a holiday home in Eastport is based on a number of factors, including length of stay, season and property type. Whether you’re thinking about a sprawling villa with lots of space or a quaint cabin ideal for just you and the kids, just enter your travel dates to see stays with exceptional value.
How much does it cost to rent a beach house in Eastport?
The average price for a holiday home by the beach in Eastport depends on when you’re visiting the area and the style and size of property you’re searching for. You can easily find prices on Stayz by entering your preferred travel dates and destination. Then make use of the filter tool to choose the number of bedrooms and amenities important to you, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in Eastport?
With 48 properties that allow pets, your furry buddy can join you on your Eastport break. Use our filter tool to browse our pet-friendly holiday homes and find a pad that’ll set tails wagging on Stayz.
Can I rent a house with a pool in Eastport?
Grab your swimsuit and swim ring, because there are 12 houses with a private pool in Eastport. Unwind at one of these superb holiday homes and every day will be a pool day. Simply enter your dates into Stayz, then use the “pool” filter to find the perfect place to make a splash!
What are popular home amenities in Eastport?
When it comes to home amenities that guests look for in Eastport, an ocean view, a firepit and a garden are the most popular. With Stayz holiday homes, there are options to fit your style and taste, whether you’re travelling with family, friends or even pets.
Are there large group holiday homes in Eastport?
With six holiday homes that can sleep 10 or more guests in Eastport, you won’t have to keep anyone off the invite list. From fun family get-togethers to events like Christmas and birthday parties, Stayz can help you find a large group home to suit the occasion.
Are there holiday homes in Eastport that welcome kids?
Eastport has 47 family-friendly holiday homes to choose from. And booking a stay that welcomes kids is a breeze with our “Properties good for families” filter. Besides having the entire place to yourselves, you’ll get access to perks and amenities like dining rooms, pools and kitchens.
What are the top attractions for families in Eastport?
There’s a ton of amazing things to see and do with the family in Eastport, including:
- Annapolis Maritime Museum
- Sandy Point Beach
- Annapolis Sailing School
Are there one-bedroom holiday homes in Eastport?
You can choose from 15 one-bedroom homes in Eastport. Whether you want a comfy cottage or a fancy condo, our one-bedroom properties are great if you don’t need a lot of space. One of the best things about having your own place? You’ll never have to share your trip with strangers.
Can I find two-bedroom holiday homes in Eastport?
Eastport has 11 two-bedroom holiday properties for you to select from. Find a holiday home with all the comfort and space you’re looking for at a price that won’t break the bank on Stayz.
Are there holiday homes with WiFi in Eastport?
Take your pick of 19 holiday homes with WiFi in Eastport. If you’d like to disconnect from the world during your trip, but still want to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Eastport?
Select your travel dates and then use the filter tool to locate holiday homes with air conditioning in Eastport on Stayz. With 46 air-conditioned properties available, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a holiday home in Eastport?
The minimum age allowed can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Eastport you want to book. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Eastport for?
How long you can rent a holiday home in Eastport varies according to the property. Simply enter your desired dates to see a list of options offering extended stays. With plenty of amenities like full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to discover somewhere just right to call your home away from home in Eastport.