Entire home

Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!

Photo gallery for Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!

Pool
Exterior
Property grounds
Who wouldn't want to spend an afternoon or an evening here?
Huge open kitchen.  Perfect for large families or groups

Reviews

10 out of 10
Exceptional
5 bedrooms3+ bathroomsSleeps 16

Popular amenities

  • Dryer
  • Barbecue grill
  • Washer
  • Outdoor Space
  • Fireplace

Explore the area

Map
Annapolis, MD
  • Annapolis City Dock
    ‪4 min drive‬
  • U.S. Naval Academy
    ‪6 min drive‬
  • Navy-Marine Corps Memorial Stadium
    ‪7 min drive‬
  • Annapolis, MD (ANP-Lee)
    ‪18 min drive‬

Rooms & beds

5 bedrooms (sleeps 16)

3 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Deck or patio
Porch or lanai
Balcony

About this property

Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!

STR21-144966 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A TEAM MEMBER WITH ADDITIONAL INSTRUCTIONS FOR BOOKING.

Waterfront Luxury Retreat in Eastport with Year-Round Indoor Pool, Private Dock, & Kayaks
Description

Your indoor and outdoor waterfront oasis awaits in Eastport, Annapolis! Perfect for large groups and families, this stunning 5-level home offers privacy, luxury, and endless entertainment. With an indoor heated pool, a private dock for large vessels, and kayaks included, you'll enjoy unparalleled waterfront living.
Relax in the spacious great room with breathtaking views of Back Creek, prepare meals in the chef-inspired kitchen, or unwind in the game room with ping pong and more. The outdoor terrace and gazebo provide the perfect setting for alfresco dining or stargazing under Edison lights.
Located just 2 miles from Downtown Annapolis, you can explore local restaurants, boutiques, and historical sites or take a scenic ride back on the Water Taxi directly to your private dock.
Make this home your next vacation destination and create unforgettable memories year-round!
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Amenities Overview
• Indoor Heated Pool: Swim anytime with sliding doors for an indoor-outdoor feel.
• Private Dock: Accommodates large vessels with shore power included (no extra fees).
• Chef’s Kitchen: Dual ovens, 2 dishwashers, and seating with waterfront views.
• Recreational Spaces: Game room with ping pong, electric piano, and TV lounges.
• Outdoor Living: Terraces, 6 kayaks, grills, and LED-lit gazebo for magical evenings.
• Bedrooms: 5 spacious rooms (sleeps up to 16 with extra bedding options).
• Location: Just 2 miles to Downtown Annapolis, accessible by car or Water Taxi.

Property manager

Annapolis Accommodations

Add dates for prices

Amenities

Pool
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
Within Occupancy Guidelines Permitted
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Events

No events allowed
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Pets

No pets allowed
Unless lodging agreement specifies otherwise
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Smoking

Smoking is not permitted
Guest that books and signs the contract for the property is required to upload a current driver's license into our guest portal when making deposit.
When booking, guests agree to a Safely Damage Protection Policy for a $98 fee to be included in the reservation total.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

Annapolis

Located on the waterfront, this vacation home is in Eastport, a neighborhood in Annapolis. Bay Bridge Market Place Shopping Center and Annapolis City Dock are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Jonas Green State Park and Sandy Point State Park. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium. Discover the area's water adventures with kayaking, motor boating, and sailing nearby, or enjoy the great outdoors with hiking/biking trails.
Map
Annapolis, MD

What's nearby

  • Maryland Quiet Waters Park - 4 min drive - 2.7 km
  • Annapolis City Dock - 4 min drive - 3.1 km
  • Annapolis Maritime Museum - 5 min drive - 2.9 km
  • U.S. Naval Academy - 6 min drive - 4.1 km
  • Navy-Marine Corps Memorial Stadium - 7 min drive - 5.2 km

Getting around

  • Odenton Station - 23 min drive
  • Fort Meade, MD (FME-Tipton) - 27 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪The Choptank - ‬4 min drive
  • ‪Boatyard Bar & Grill - ‬4 min drive
  • ‪Pusser's Caribbean Grille - ‬4 min drive
  • ‪Carrol's Creek Cafe - ‬4 min drive

Frequently asked questions

Does Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport! have a pool?

Yes, this property has an indoor pool.

Is Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!?

Check-in begins at 3:00 PM.

What time is check-out at Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!?

Check-out is at 10:00 AM.

Where is Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport! located?

Located in Eastport, this vacation home is 0.6 mi (1 km) from Historical Society of Talbot County and 2.2 mi (3.6 km) from U.S. Naval Academy. Historic Mount Moriah AME Church and Maryland Quiet Waters Park are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 17 out of 18 reviews
Rating 8 - Good. 1 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Tyler D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house in a lovely location

- House is spread out over a number of levels, lots of places to hang out - Outdoor spaces are fantastic - Great location close to everything in Eastport and Annapolis - Owners were super responsive and helpful
Stayed 3 nights in Aug 2024

10/10 Excellent

David E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Waterfront Family Stay

The property was spacious for a family of 16. The kitchen is well-equipped for making large dinners. Beds can handle 16. There is space for 4 cars in the driveway plus two in front on the street. The indoor pool and the 6 kayaks were great entertainment for the kids and the rest of the family. There is shaded outdoor seating in the gazebo area and also near the kitchen. It's a bit of a walk to downtown Annapolis and the Naval Academy, but there are garages available for those who don't enjoy walking.
Stayed 4 nights in Jul 2024

10/10 Excellent

Melissa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic experience

There was a large group of us that stayed at this house for a bachelorette weekend. The home and property was incredible and so fun! We had so much space and used the kitchen and grills for meals. We loved the pool and outdoor space a lot. No complaints at all. We will definitely love to stay here again!
Stayed 3 nights in Aug 2023

10/10 Excellent

Jennifer F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Celebration!

We loved the property and enjoyed a wonderful family reunion. The home is beautiful with great attention to detail and comfortable for our party of 15 including babies. We loved the private dock, access to kayaks and great outdoor dining spaces. Definitely recommend!
Stayed 3 nights in Jul 2023

10/10 Excellent

Lisa H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great for a group getaway!

My friends and I had an amazing time at this property! Not only was the location so perfect in Annapolis (10 mins or less from everything), but it comfortably fit our large group. There was plenty of room for everyone to sleep, the kitchen and dining area were massive and the pool was so nice. Also, it was so clean and the landlord was a dream to work with. I would highly recommend and stay here again!
Stayed 3 nights in Jul 2023

10/10 Excellent

Denise C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

Our extended family gathered here for a four night stay and had such a great time! The home is so well-stocked with everything you need, from the crockpot in the kitchen to the pool towels to the life vests for the kayaks, just to mention a few amenities. You will not be disappointed!
Stayed 4 nights in Jun 2023

10/10 Excellent

Edward A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great amenities

Quirky house with 5 half levels sets up great for large family gatherings. Large rooms to gather inside and excellent gazebo for outside. Plenty of games and activities both inside and out. Beautiful setting.
Stayed 7 nights in May 2023

10/10 Excellent

Sumail B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time

Excellent location, beautiful time. We would gladly stay again. Kitchen fully stocked. Pool wonderful.
Stayed 3 nights in Dec 2022

10/10 Excellent

Alfred J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Thanksgiving

This beautiful property made our family thanksgiving, an event that will be remembered forever. Thank you for sharing your beautiful home
Stayed 4 nights in Nov 2022

8/10 Good

Verified traveler

Liked: Check-in, communication, location, listing accuracy

Family Gathering

The house was a nice space to accommodate 14 of us. The kitchen was user-friendly with two dishwashers and plenty of kitchen ware. It is an older house with a unique layout We were all comfortable there
Stayed 3 nights in Sep 2022

10/10 Excellent

Kelly B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

14 ladies stayed here for a long weekend to celebrate a bachelorette party. The accommodations were perfect! Plenty of room for sleeping and gathering. The outdoor space was gorgeous and comfortable. The house had everything you could possibly need to fully enjoy yourself. Thank you for a wonderful weekend!
Stayed 3 nights in Sep 2022

10/10 Excellent

Linda W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great gathering place. Great to hang out inside and out, great to cook in for large group

This home was beautiful and clean. Outdoors lovely. Great location to access annapolis. Kitchen fully equipted to cook dinners in and lots of dishes, silverware and drinking cups. Plenty of space to sit inside and out and gather. 4 bedrooms upstairs fabulous, bathroom in Master luxurious. Bedroom with queen and twins down one level a little mildew smelling, but a humidifier could solve that. Pool opens on two sides so one feels like they are outside. Beach towels provided. Pool has no steps to get in 4-6 feet. Beautiful setting in the pool looking out on Back Creek and lovely yard. Open space to gather holds a large group and we had a fabulous time. Thank you!
Stayed 3 nights in Sep 2022

10/10 Excellent

Samantha W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday weekend

The property was exactly as advertised and had plenty of space for our group. The water taxi to and from downtown directly to our dock was particularly fun. Great space for entertaining both inside and out!
Stayed 3 nights in Aug 2022

10/10 Excellent

Jimmy K., Doylestown

Liked: Cleanliness, check-in, communication, location, listing accuracy

Golf trip with friends

Stayed with some friends I haven’t seen in awhile for a golf trip. House was very clean and the pool was great. Short Uber drive into town so can’t walk but it was only a couple miles so not a huge deal.
Stayed 3 nights in Aug 2022

10/10 Excellent

Michael J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great property!

So much to offer for our group! Loved the proximity to restaurants and downtown, the kayaks and more!
Stayed 3 nights in Jul 2022

10/10 Excellent

Kelly H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Place to Stay

We rented this home for my family which included grandparents to newborns and it pleasantly exceeded all expectations. We were looking for a home to keep little ones busy and let a few others relax. The unique design of the home and coziness of the rooms gave everyone their individual space at night and the common areas were comfortable, very clean and accommodating to come together to eat, play games or simply lay low. The space inside and out was incredibly nice. The views of the water were beautiful and the option to use kayaks and the pool kept everyone busy. I’ll be recommending this space to friends and family. It’s a gem.
Stayed 4 nights in Jul 2022

10/10 Excellent

Michael U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect place to stay!

We had a wonderful long weekend at this beautiful home. The owners clearly care about their guests, as all of the tiny details were thought of for family fun. We really enjoyed the pool! We loved the location- right on the water and used the kayaks provided. The neighborhood was great for taking daily walks to local shops. The home was clean, comfortable and inviting. It was perfect for our family.
Stayed 4 nights in Jun 2022

10/10 Excellent

Carolyn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Commissioning

Beautiful property. We were able to spread out or be together. The little ones loved the pool. Kitchen was great to make big meals in. Would definitely recommend
Stayed 7 nights in May 2022

About the host

Hosted by Annapolis Accommodations

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