Peninsula Park Rentals
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Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Quiet, cozy established single family neighborhood with a huge yard. Take in the history/music scene a ...
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From $328 per night (USD)Expedia
Annapolis Luxury: Firepit \/ Deck \/ Grill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to our stylish new construction in the heart of Annapolis! Our home features high ceilings, contemporary decor, ...
From $328 per night (USD)Expedia
From $512 per night (USD)VRBO
Annapolis Home Near Beach, Dtwn & Navy Football!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
Dog Friendly w/ Fee | Wood-Burning Fireplace | 4 Mi to Downtown Annapolis Nestled just 2 miles from the Chesapeake Bay, ...
From $512 per night (USD)VRBO
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Annapolis House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Traditional 4 bedroom house in neighborhood with loft. Lots of room to move around in with gated back yard. Only 3 mi ...
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Cute, cozy rancher close to down town Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Private location with plenty of parking. Newly renovated bathroom, french doors open to deck; great for indoor-outdoor l ...
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From $340 per night (USD)Expedia
Your Annapolis Adventure Starts Here!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your charming Annapolis getaway! This beautifully furnished home is the perfect retreat for your stay in this ...
From $340 per night (USD)Expedia
From $1662 per night (USD)VRBO
Indoor\/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
STR21-144966 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $1662 per night (USD)VRBO
From $1241 per night (USD)Expedia
Contemporary waterfront 4BR home close to downtown Annapolis - stunning water views w\/private dock\/pier\/ private pool and kayaks.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
STR259 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1241 per night (USD)Expedia
From $562 per night (USD)VRBO
Lovely contemporary in water-privileged community
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Well-furnished contemporary home, great for families, located in a quiet family-friendly neighborhood. This home has 3 ...
From $562 per night (USD)VRBO
From $733 per night (USD)VRBO
DISCOUNTED FOR USNA COMMISSIONING WEEK 2024 and 2025! Short term and weekends.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Beautiful, remodeled 3 BR home with stunning great room addition, 20' x 20' screened, covered porch with newly added out ...
From $733 per night (USD)VRBO
From $464 per night (USD)VRBO
Private Waterfront Woods | Dock, Kayaks, Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 19
Welcome to The Compass Rose, a serene haven with backyard shoreline surrounded by 4+ acres of pristine woods. Enjoy excl ...
From $464 per night (USD)VRBO
From $251 per night (USD)Expedia
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Property is 2 bedrooms and 1 bathroom furnished with brand new furniture. Bedrooms have fitted with comfortable queen si ...
From $251 per night (USD)Expedia
From $1344 per night (USD)VRBO
5 BR Creekside Contemporary WATERFRONT HOME with Private Dock, ROOF TOP HOT TUB, and Water Taxi Service!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
STR23-145260 - THIS PROPERTY IS MANAGED BY ANNAPOLIS ACOCMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM MEM ...
From $1344 per night (USD)VRBO
From $243 per night (USD)Expedia
Newly Updated EV Charger Ready Peaceful Home in Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our stylish and modern home, where comfort meets convenience! Here's what you can expect during your stay: ✔ ...
From $243 per night (USD)Expedia
From $447 per night (USD)VRBO
Ahoy! The Buccaneer awaits you mins from Annapolis w 3-seasons room, fenced-in yard and rec room
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Visit the magic of Annapolis during the Holiday Season Welcome to The Buccaneer, a family-friendly home located just 3 m ...
From $447 per night (USD)VRBO
From $304 per night (USD)VRBO
Pet Friendly Annapolis Cottage that Backs Up to Stunning Quiet Waters Park!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to my home! I hope that you love it as much as I do. It is an open concept 3 bedroom (two queens and a king) 1 ...
From $304 per night (USD)VRBO
From $1059 per night (USD)VRBO
Luxury Waterfront Annapolis home with your very own Private Beach & Dock
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Stunning Contemporary Home with private beach! House has been listed on another site receiving five st ...
From $1059 per night (USD)VRBO
From $1361 per night (USD)Expedia
Beautiful waterfront home on The Chesapeake Bay with private dock & beach access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Annapolis Bay Ridge Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $1361 per night (USD)Expedia
From $321 per night (USD)VRBO
Quiet Home Close to Downtown Annapolis and Parks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: This private single family home is located on a quarter acre and is just minutes to everything Annapolis has to ...
From $321 per night (USD)VRBO
From $433 per night (USD)Expedia
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
The Chesapeake Bay awaits you at this Annapolis vacation rental! 'Admiral's Post' is situated under 4 miles from the cit ...
From $433 per night (USD)Expedia
From $2685 per night (USD)VRBO
Lakefront home with private dock, deck, hot tub, firepit, Ping-Pong, large yard
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Base Camp on the Lake Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $2685 per night (USD)VRBO
From $1649 per night (USD)Expedia
Lakefront dog-friendly home with private outdoor pool, pool spa, dock & grill
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The Morning Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1649 per night (USD)Expedia
From $2247 per night (USD)VRBO
Lakefront home with private pool, hot tub, outdoor space, central AC, & W\/D
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
The Admiral's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $2247 per night (USD)VRBO
From $413 per night (USD)Expedia
Mins to Downtown Annapolis in Waterfront community at Family and Pet friendly Pinecrest Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Visit the magic of Annapolis during the Holiday Season Just minutes from Downtown Annapolis, this charming Cape is locat ...
From $413 per night (USD)Expedia
From $553 per night (USD)VRBO
Annapolis Retreat - 7 mins from downtown Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Welcome to this charming five-bedroom, two-bathroom escape nestled in the Hillsmere Shores neighborhood of Annapolis. Ju ...
From $553 per night (USD)VRBO
From $470 per night (USD)Expedia
Annapolis House Minutes from Downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
This Quiet peaceful location with Spacious 4 bedroom, 2 full and 1 half bath is just 3 miles from Downtown Annapolis. Pe ...
From $470 per night (USD)Expedia
From $231 per night (USD)VRBO
Home 2 Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 2 bedroom condo has lots of extra space for your Annapolis stay. Fully stocked galley kitchen, master suite, washer ...
From $231 per night (USD)VRBO
From $251 per night (USD)Expedia
Bay Ridge house by Quiet Waters Park, Thomas Point Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $251 per night (USD)Expedia
From $460 per night (USD)VRBO
Jackson's Bunker in Eastport with fenced-in backyard
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Visit the magic of Annapolis during the Holiday Season Located in the Annapolis "Republic of Eastport", this charming pe ...
From $460 per night (USD)VRBO
From $157 per night (USD)VRBO
My Annapolis Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
FOUR WEEK MINIMUM STAY beginning July 1st. This fully furnished studio apartment has everything you'll need for a quiet ...
From $157 per night (USD)VRBO
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Hyde Park Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Cute house at the end of a cul-de-sac in a friendly neighborhood! The house has two bedrooms and two full baths. It can ...
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From $337 per night (USD)Expedia
Restful and Charming Home in Eastport\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We offer a 10% military discount upon request! A cozy home away from home in Eastport located within 1.5 Miles of Histor ...
From $337 per night (USD)Expedia