Holiday Homes in Gibson Island

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Featured Holiday Homes in Gibson Island

HGTV quality, private guest suite, country getaway with hot tub & fire pit

10.0 out of 10, Exceptional, (6)
"Was looking for an upscale beautiful place to stay for a family wedding. Found it! Tammy has tended to every detail at this VRBO. Gorgeous farmhouse chic. Very attentive to our texts. And always good to return to Centreville to see friends and family. "
The price is NZ$746
includes taxes & fees
18 Aug - 19 Aug
HGTV quality, private guest suite, country getaway with hot tub & fire pit

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

9.8 out of 10, Exceptional, (11)
"Great overnight stay for a wedding nearby. Would highly recommend!"
The price is NZ$701
includes taxes & fees
15 Aug - 16 Aug
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (45)
"Wonderful quiet night in Rock Hall. Quick walk to Blue Heron Oyster for dinner. "
The price is NZ$500
includes taxes & fees
15 Aug - 16 Aug
BAYSIDE BUNGALOW

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

9.6 out of 10, Exceptional, (28)
"Nice and peaceful stay for a quick local getaway. "
The price is NZ$463
includes taxes & fees
17 Aug - 18 Aug
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (39)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is NZ$546
includes taxes & fees
2 Sept - 3 Sept
Relax on Kent Island in 3 Bedroom Home w/Waterview

Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.

10.0 out of 10, Exceptional, (38)
"Easy check-in and access to the property. Clean and stocked with everything we needed. Great rental for families!"
The price is NZ$2,315
includes taxes & fees
18 Aug - 19 Aug
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

10.0 out of 10, Exceptional, (75)
"Property and Host were exceptional."
The price is NZ$2,286
includes taxes & fees
25 Aug - 26 Aug
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

Charming Annapolis WaterVIEW Home

9.6 out of 10, Exceptional, (53)
"This home is a wonderful place to stay. We enjoyed so much about it: the fully-equipped kitchen with spices and every appliance you might need, bathrooms with rain showers/good water pressure, decks for outdoor lounging, plenty of space and nice furnishings in the living room, and a quiet neighborhood that isn't too far away from the downtown area. We would love to come back again!"
The price is NZ$1,210
includes taxes & fees
20 Aug - 21 Aug
Charming Annapolis WaterVIEW Home

Oasis by the Bay - Waterfront Heated Pool Hot Tub!

9.4 out of 10, Exceptional, (3)
"This house is in a prime location. Sweet neighborhood on the Bay. The house itself has a great dock that provides constant activities for kids. The pool was clean and situated with a stunning view. The house has so many sleeping options and can accommodate large groups. The proximity to downtown Annapolis allows for frequent excursions. Property mgt very good. Highly recommend renting!"
Oasis by the Bay - Waterfront Heated Pool Hot Tub!

Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier

10.0 out of 10, Exceptional, (9)
"Very clean - well equipped - perfect for our relaxing weekend."
The price is NZ$842
includes taxes & fees
19 Aug - 20 Aug
Charming Annapolis Beach Cottage by the Bay with Hot Tub, Gourmet Kitchen & Pier

Neptune by the Water - Pet Friendly Fenced Yard

9.6 out of 10, Exceptional, (10)
"The house had everything we needed for a comfortable stay. We would definitely recommend this place."
The price is NZ$917
includes taxes & fees
25 Aug - 26 Aug
Neptune by the Water - Pet Friendly Fenced Yard

Annapolis Baystone House

10.0 out of 10, Exceptional, (1)
"The Annapolis bayside house is fully equipped with everything you would need while away from your home. Nicely decorated, clean, high tech features , plenty of games nice bedding, convenient location. It’s a townhouse with three floors so not conducive for elderly people . I would Definately rent this house again"
Annapolis Baystone House

Annapolis Retreat - 7 mins from downtown Annapolis!

10.0 out of 10, Exceptional, (2)
"The house was roomy, perfect for a large group and it was very clean and cozy. They also provided everything that was needed to have a comfortable stay."
The price is NZ$975
includes taxes & fees
2 Sept - 3 Sept
Annapolis Retreat - 7 mins from downtown Annapolis!

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

10.0 out of 10, Exceptional, (1)
"Stay there while my new home was getting work done, house was clean, perfect size for my family. It’s 50 ft to an ice cream shop and laundry mat. Our hoist even included a gift card to the ice cream shop. Great communication and perfect stay for us, felt like home "
The price is NZ$846
includes taxes & fees
17 Aug - 18 Aug
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

The Cottage

10.0 out of 10, Exceptional, (7)
"Beautiful, beautiful, beautiful! Haley was a wonderful host! "
The price is NZ$759
includes taxes & fees
18 Aug - 19 Aug
The Cottage

Historic Row Home 1 Block from Gate 1 at USNA!

10.0 out of 10, Exceptional, (1)
"Wonderful location. Easy walking to downtown restaurants, shops, city docks and USNA. Enjoyed spending time on front porch and swing.Comfortable beds and home like atmosphere.No need for a vehicle, but if you have one, parking garage is just a few blocks away. "
The price is NZ$1,095
includes taxes & fees
18 Aug - 19 Aug
Historic Row Home 1 Block from Gate 1 at USNA!

Freshly renovated 3-story home 1 block from USNA!

9.8 out of 10, Exceptional, (35)
"We loved our stay! The property is lovely, well appointed and couldn’t be in a better location! We can’t wait to come back!"
The price is NZ$1,188
includes taxes & fees
25 Aug - 26 Aug
Freshly renovated 3-story home 1 block from USNA!

Historic Row Home in Downtown Annapolis

The price is NZ$1,032
includes taxes & fees
18 Aug - 19 Aug
Historic Row Home in Downtown Annapolis

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

9.4 out of 10, Exceptional, (11)
"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"
The price is NZ$2,323
includes taxes & fees
8 Sept - 9 Sept
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

Fisher House: Steps From USNA + Covered Parking!

10.0 out of 10, Exceptional, (11)
"The location is perfect!"
The price is NZ$1,285
includes taxes & fees
17 Aug - 18 Aug
Fisher House: Steps From USNA + Covered Parking!
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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Top Gibson Island Hotel Reviews