Vacation rentals in Annapolis Yacht Basin, MD

Best Vacation rentals and Airbnb offers in Annapolis Yacht Basin, MD

Charming 1-bedroom cottage with AC in cozy Harwood

Cottage, Annapolis Yacht Basin

Charming 1-bedroom cottage with AC in cozy Harwood is a cottage in Annapolis Yacht Basin, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 1-bedroom cottage with AC in cozy Harwood

Charming 1-bedroom cottage with AC in cozy Harwood is a cottage in Annapolis Yacht Basin, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,522.

From$158/night

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Studio Apartment in Downtown Annapolis

Apartment, Annapolis Yacht Basin

Studio Apartment in Downtown Annapolis is a apartment in Annapolis Yacht Basin, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Studio Apartment in Downtown Annapolis

Studio Apartment in Downtown Annapolis is a apartment in Annapolis Yacht Basin, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,952.

From$207/night

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Pool Loft Suite | Bay Access & Beach Passes

Apartment, Annapolis Yacht Basin

Pool Loft Suite · Bay Access & Beach Passes is a apartment in Annapolis Yacht Basin, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite · Bay Access & Beach Passes is a apartment in Annapolis Yacht Basin, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,290.

From$235/night

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Custom Studio Efficiency apartment with AC easy accces to Annapolis and USNA.

Apartment, Annapolis Yacht Basin

Custom Studio Efficiency apartment with AC easy accces to Annapolis and USNA. is a apartment in Annapolis Yacht Basin. This stay gives travelers a comfortable base for exploring the area,…

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About Custom Studio Efficiency apartment with AC easy accces to Annapolis and USNA.

Custom Studio Efficiency apartment with AC easy accces to Annapolis and USNA. is a apartment in Annapolis Yacht Basin. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,229.

From$250/night

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Browse Vacation Rentals with a Pool in Annapolis Yacht Basin, MD

Add a pool to the search when you want an easy place to cool off between outings.

BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck

Holiday Home, Annapolis Yacht Basin

BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck is a holiday home in Annapolis Yacht Basin, with pool access, outdoor space, and room for a group. This stay…

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About BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck

BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck is a holiday home in Annapolis Yacht Basin, with pool access, outdoor space, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,680.

From$385/night

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USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR

Holiday Home, Annapolis Yacht Basin

USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR is a holiday home in Annapolis Yacht Basin, with pool access and kitchen access. This stay gives travelers a…

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About USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR

USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR is a holiday home in Annapolis Yacht Basin, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,011.

From$802/night

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42 Acres of Serenity & Nature Just 15 Miles To Annapolis

Holiday Home, Annapolis Yacht Basin

42 Acres of Serenity & Nature Just 15 Miles To Annapolis is a holiday home in Annapolis Yacht Basin, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About 42 Acres of Serenity & Nature Just 15 Miles To Annapolis

42 Acres of Serenity & Nature Just 15 Miles To Annapolis is a holiday home in Annapolis Yacht Basin, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,881.

From$814/night

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Chesapeake Bay Waterfront ARTectural Home

Holiday Home, Annapolis Yacht Basin

Chesapeake Bay Waterfront ARTectural Home is a holiday home in Annapolis Yacht Basin, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the…

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About Chesapeake Bay Waterfront ARTectural Home

Chesapeake Bay Waterfront ARTectural Home is a holiday home in Annapolis Yacht Basin, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,979.

From$990/night

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Best Annapolis Yacht Basin, MD vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cozy 1-bedroom studio in pleasant Crofton with AC

Apartment, Annapolis Yacht Basin

Cozy 1-bedroom studio in pleasant Crofton with AC is a apartment in Annapolis Yacht Basin, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Cozy 1-bedroom studio in pleasant Crofton with AC

Cozy 1-bedroom studio in pleasant Crofton with AC is a apartment in Annapolis Yacht Basin, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,020.

From$115/night

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Renovated 3BR | Near Sandy Point Beach

Holiday Home, Annapolis Yacht Basin

Renovated 3BR · Near Sandy Point Beach is a holiday home in Annapolis Yacht Basin, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Renovated 3BR | Near Sandy Point Beach

Renovated 3BR · Near Sandy Point Beach is a holiday home in Annapolis Yacht Basin, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,511.

From$369/night

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Edgewater's Shelby on the Bay

Holiday Home, Annapolis Yacht Basin

Edgewater's Shelby on the Bay is a holiday home in Annapolis Yacht Basin, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Edgewater's Shelby on the Bay

Edgewater's Shelby on the Bay is a holiday home in Annapolis Yacht Basin, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,873.

From$395/night

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Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Navy Sports visitors and the Annapolis Blues games!

Cottage, Annapolis Yacht Basin

Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Navy Sports visitors and the Annapolis Blues games! is a cottage in Annapolis Yacht Basin, with easy…

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About Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Navy Sports visitors and the Annapolis Blues games!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!<br>Great lodging for Navy Sports visitors and the Annapolis Blues games! is a cottage in Annapolis Yacht Basin, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,583.

From$606/night

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Best Pet-Friendly Vacation Rentals in Annapolis Yacht Basin, MD

Bring your pet along with stays that welcome four-legged travelers.

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Holiday Home, Annapolis Yacht Basin

Lovely bay views with kayaks, bikes, fire pit, crabbing & more is a holiday home in Annapolis Yacht Basin, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Lovely bay views with kayaks, bikes, fire pit, crabbing & more is a holiday home in Annapolis Yacht Basin, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,409.

From$258/night

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Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Holiday Home, Annapolis Yacht Basin

Annapolis Home · Fenced Yard · Pool Table · 10 Guests is a holiday home in Annapolis Yacht Basin, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable…

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About Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Annapolis Home · Fenced Yard · Pool Table · 10 Guests is a holiday home in Annapolis Yacht Basin, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,795.

From$380/night

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Sunny and spacious water view/access home in Annapolis.

Holiday Home, Annapolis Yacht Basin

Sunny and spacious water view/access home in Annapolis. is a holiday home in Annapolis Yacht Basin, with pet-friendly space. This stay gives travelers a comfortable base for exploring the…

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About Sunny and spacious water view/access home in Annapolis.

Sunny and spacious water view/access home in Annapolis. is a holiday home in Annapolis Yacht Basin, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,262.

From$465/night

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Ahoy! Game Room, Screened Porch, Yard Mins to DTA

Holiday Home, Annapolis Yacht Basin

Ahoy! Game Room, Screened Porch, Yard Mins to DTA is a holiday home in Annapolis Yacht Basin, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Ahoy! Game Room, Screened Porch, Yard Mins to DTA

Ahoy! Game Room, Screened Porch, Yard Mins to DTA is a holiday home in Annapolis Yacht Basin, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,823.

From$498/night

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Best Annapolis Yacht Basin, MD vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

Guest House, Annapolis Yacht Basin

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis. is a guest house in Annapolis Yacht Basin, with parking and kitchen access. This stay gives travelers a comfortable…

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About Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis. is a guest house in Annapolis Yacht Basin, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,840.

From$181/night

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Water privileged oasis in the heart of Bayberry- minutes from downtown!

Holiday Home, Annapolis Yacht Basin

Water privileged oasis in the heart of Bayberry- minutes from downtown! is a holiday home in Annapolis Yacht Basin, with pet-friendly space, easy beach access, and parking. This stay gives…

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About Water privileged oasis in the heart of Bayberry- minutes from downtown!

Water privileged oasis in the heart of Bayberry- minutes from downtown! is a holiday home in Annapolis Yacht Basin, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,850.

From$475/night

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Liberty Call has multiple gathering spaces, screened-in porch and parking

Holiday Home, Annapolis Yacht Basin

Liberty Call has multiple gathering spaces, screened-in porch and parking is a holiday home in Annapolis Yacht Basin, with pet-friendly space, parking, and kitchen access. This stay gives…

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About Liberty Call has multiple gathering spaces, screened-in porch and parking

Liberty Call has multiple gathering spaces, screened-in porch and parking is a holiday home in Annapolis Yacht Basin, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,659.

From$477/night

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Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Holiday Home, Annapolis Yacht Basin

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian is a holiday home in Annapolis Yacht Basin, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian is a holiday home in Annapolis Yacht Basin, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,948.

From$615/night

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Our Favorite Family-Friendly Vacation Rentals in Annapolis Yacht Basin, MD

Plan a trip with stays that give families more room to spread out.

Chic 3 BR / 2 BA Cottage Near Chesapeake Bay

Holiday Home, Annapolis Yacht Basin

Chic 3 BR / 2 BA Cottage Near Chesapeake Bay is a holiday home in Annapolis Yacht Basin, with easy beach access, kitchen access, and room for a group. This stay gives travelers a…

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About Chic 3 BR / 2 BA Cottage Near Chesapeake Bay

Chic 3 BR / 2 BA Cottage Near Chesapeake Bay is a holiday home in Annapolis Yacht Basin, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,565.

From$283/night

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Family Home on Mayo Peninsula | Deck | Sleeps 10

Holiday Home, Annapolis Yacht Basin

Family Home on Mayo Peninsula · Deck · Sleeps 10 is a holiday home in Annapolis Yacht Basin, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable…

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About Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula · Deck · Sleeps 10 is a holiday home in Annapolis Yacht Basin, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,899.

From$286/night

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Enchanting West River Retreat

Cottage, Annapolis Yacht Basin

Enchanting West River Retreat is a cottage in Annapolis Yacht Basin, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Enchanting West River Retreat

Enchanting West River Retreat is a cottage in Annapolis Yacht Basin, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,305.

From$338/night

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Adorable cottage! Walking distance to USNA & downtown! (VRBO only)

Holiday Home, Annapolis Yacht Basin

Adorable cottage! Walking distance to USNA & downtown! (VRBO only) is a holiday home in Annapolis Yacht Basin, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Adorable cottage! Walking distance to USNA & downtown! (VRBO only)

Adorable cottage! Walking distance to USNA & downtown! (VRBO only) is a holiday home in Annapolis Yacht Basin, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,306.

From$550/night

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