Cottage Romance - Vacation Rentals in St John's College

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From US $303

         

10.0 (170 Reviews)

Cottage

The Yellow Cottage on Harness Creek

• Air Conditioner
• Parking
• TV

• Annapolis
• Hillsmere

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From US $251

         

|

9.9 (8 Reviews)

House

Weems Creek Cottage, Annapolis Waterfront

• Air Conditioner
• Parking
• Security/Safety

• Annapolis
• West Annapolis

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From US $335

         

10.0 (88 Reviews)

Cottage

Your Annapolis Waterfront retreat - ready for a winter getaway!

• Air Conditioner
• Parking
• TV

• Annapolis
• West Annapolis

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From US $126

         

9.3 (55 Reviews)

Villa

Gaia House

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Annapolis

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From US $506

         

10.0 (1 Review)

Cottage

Walk to Everything - Historic Art’s District

• Air Conditioner
• Parking
• TV

• Maryland
• Annapolis

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From US $114

         

|

7.8 (4 Reviews)

Villa

USNA Home Downtown Annapolis

• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Historic District

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From US $667

         

9.8 (38 Reviews)

Cottage

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Annapolis

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From US $585

         

New

Villa

1879 Downtown Annapolis Home with Koi Ponds and Gardens

• Air Conditioner
• Parking
• View

• Annapolis
• Historic District

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From US $471

         

9.6 (16 Reviews)

Cottage

Secluded Cozy Cottage in Historic Downtown

• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Historic District

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From US $424

         

New

House

Edgewater Cottage

• Parking
• View
• Wellness Facilities

• Annapolis
• Edgewater

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From US $331

         

New

Cottage

The Red Door Cottage in Eastport - Pet-Friendly!

• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Eastport

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From US $519

         

10.0 (92 Reviews)

Cabin

Great Entertaining Spot for any Occassion!

• Air Conditioner
• Parking
• Pool

• Annapolis
• Edgewater

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From US $314

         

10.0 (12 Reviews)

Cottage

2-bedroom waterfront Cottage in Annapolis, MD. Cove of Cork, view of the Severn.

• Air Conditioner
• Pet Friendly
• TV

• Annapolis
• Wardour

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From US $730

         

10.0 (9 Reviews)

Cottage

Charming Bay Ridge Cottage with Chesapeake Bay Views – Just Steps to the Beach

• Air Conditioner
• Pet Friendly
• TV

• Maryland
• Annapolis

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From US $308

         

10.0 (2 Reviews)

Cottage

Pet Friendly Annapolis Cottage that Backs Up to Stunning Quiet Waters Park

• Air Conditioner
• Parking
• Security/Safety

• Annapolis
• Hillsmere

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From US $500

         

9.6 (4 Reviews)

Cottage

Coastal Chesapeake cottage in Eastport

• Air Conditioner
• Parking
• TV

• Annapolis
• Eastport

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From US $274

         

New

Cottage

Idyllic Cottage Near Annapolis with Treehouse Vibes & Outdoor Charm

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Maryland
• Annapolis

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From US $251

         

10.0 (27 Reviews)

Cottage

Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

• Air Conditioner
• Parking
• TV

• Annapolis
• West Annapolis

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From US $700

         

10.0 (5 Reviews)

Cottage

Walk to everything! Downtown Historic Annapolis “Arts District”

• Air Conditioner
• Pet Friendly
• Balcony/Terrace

• Maryland
• Annapolis

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From US $290

         

8.8 (3 Reviews)

Cottage

Cozy Nautical Cottage in Annapolis w/Beautiful Outdoor Space

• Air Conditioner
• Parking
• TV

• Annapolis
• Epping Forest

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From US $779

         

New

Cottage

New Home w Luxe King Suite, Porch Vibes & Parking

• Air Conditioner
• Parking
• TV

• Annapolis
• Historic District

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