Vacation rentals in Galesville, MD

52 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Galesville, MD

1 Mi to Boardwalk: Convenient North Beach Apt! - Galesville, MD

1 Mi to Boardwalk: Convenient North Beach Apt!

Apartment, Galesville

1 Mi to Boardwalk: Convenient North Beach Apt! is a apartment in Galesville, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 1 Mi to Boardwalk: Convenient North Beach Apt!

1 Mi to Boardwalk: Convenient North Beach Apt! is a apartment in Galesville, 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 $1,202.

From$142/night
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Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis - Galesville, MD

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Apartment, Galesville

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis is a apartment in Galesville, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis is a apartment in Galesville, 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 $1,415.

From$142/night
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Steps to Chesapeake Bay! 'Callaway Drive Retreat' - Galesville, MD

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Galesville

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Galesville, with easy beach access, kitchen access, and a quieter setting. This stay gives travelers a comfortable…

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About Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Galesville, with easy beach access, 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, washer, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,793.

From$144/night
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Steps to Chesapeake Bay! 'Callaway Drive Retreat' - Galesville, MD

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Galesville

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Galesville, with easy beach access, parking, and a quieter setting. This stay gives travelers a comfortable base for…

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About Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Galesville, with easy beach access, parking, 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, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,720.

From$155/night
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Browse Vacation Rentals with a Pool in Galesville, MD

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

Modern Bay Dream - Galesville, MD

Modern Bay Dream

Holiday Home, Galesville

Modern Bay Dream is a holiday home in Galesville, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Modern Bay Dream

Modern Bay Dream is a holiday home in Galesville, 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 $4,738.

From$495/night
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USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR - Galesville, MD

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

Holiday Home, Galesville

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

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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 Galesville, 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 - Galesville, MD

42 Acres of Serenity & Nature Just 15 Miles To Annapolis

Holiday Home, Galesville

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

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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 Galesville, 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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The Inn at Tacaro Estate - Galesville, MD

The Inn at Tacaro Estate

B & B, Galesville

The Inn at Tacaro Estate is a b & b in Galesville, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Inn at Tacaro Estate

The Inn at Tacaro Estate is a b & b in Galesville, with pool 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 breakfast, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,583.

From$449/night
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Best Galesville, MD vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Guest Quarters at the Inn - 101 - Galesville, MD

Guest Quarters at the Inn - 101

Apartment, Galesville

Guest Quarters at the Inn - 101 is a apartment in Galesville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Guest Quarters at the Inn - 101

Guest Quarters at the Inn - 101 is a apartment in Galesville, with 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, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,473.

From$168/night
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Guest Quarters at the Inn - 102 - Galesville, MD

Guest Quarters at the Inn - 102

Apartment, Galesville

Guest Quarters at the Inn - 102 is a apartment in Galesville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Guest Quarters at the Inn - 102

Guest Quarters at the Inn - 102 is a apartment in Galesville, with 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, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,473.

From$168/night
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Guest Quarters at the Inn - 103 - Galesville, MD

Guest Quarters at the Inn - 103

Apartment, Galesville

Guest Quarters at the Inn - 103 is a apartment in Galesville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Guest Quarters at the Inn - 103

Guest Quarters at the Inn - 103 is a apartment in Galesville, with 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, hot tub, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,473.

From$168/night
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Edgewater's Shelby on the Bay - Galesville, MD

Edgewater's Shelby on the Bay

Holiday Home, Galesville

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

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About Edgewater's Shelby on the Bay

Edgewater's Shelby on the Bay is a holiday home in Galesville, 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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Best Pet-Friendly Vacation Rentals in Galesville, MD

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

Bayfront Maryland Retreat w/ Deck, Near Beaches! - Galesville, MD

Bayfront Maryland Retreat w/ Deck, Near Beaches!

Holiday Home, Galesville

Bayfront Maryland Retreat w/ Deck, Near Beaches! is a holiday home in Galesville, with pet-friendly space, easy beach access, and outdoor space. This stay gives travelers a comfortable base…

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About Bayfront Maryland Retreat w/ Deck, Near Beaches!

Bayfront Maryland Retreat w/ Deck, Near Beaches! is a holiday home in Galesville, with pet-friendly space, easy beach access, and outdoor 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, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,774.

From$261/night
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Londontowne Rancher | 3BR | Near Waterfront - Galesville, MD

Londontowne Rancher | 3BR | Near Waterfront

Holiday Home, Galesville

Londontowne Rancher · 3BR · Near Waterfront is a holiday home in Galesville, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Londontowne Rancher | 3BR | Near Waterfront

Londontowne Rancher · 3BR · Near Waterfront is a holiday home in Galesville, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,894.

From$285/night
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Pet Friendly Hideaway for 4 Close to Annapolis - Galesville, MD

Pet Friendly Hideaway for 4 Close to Annapolis

Holiday Home, Galesville

Pet Friendly Hideaway for 4 Close to Annapolis is a holiday home in Galesville, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Pet Friendly Hideaway for 4 Close to Annapolis

Pet Friendly Hideaway for 4 Close to Annapolis is a holiday home in Galesville, 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 $2,981.

From$299/night
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Sunny and spacious water view/access home in Annapolis. - Galesville, MD

Sunny and spacious water view/access home in Annapolis.

Holiday Home, Galesville

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

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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 Galesville, 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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Best Galesville, MD vacation rentals with a kitchen

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

Studio Apartment in Downtown Annapolis - Galesville, MD

Studio Apartment in Downtown Annapolis

Apartment, Galesville

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

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About Studio Apartment in Downtown Annapolis

Studio Apartment in Downtown Annapolis is a apartment in Galesville, 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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Guest quarters at the inn - 204 - Galesville, MD

Guest quarters at the inn - 204

Apartment, Galesville

Guest quarters at the inn - 204 is a apartment in Galesville, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Guest quarters at the inn - 204

Guest quarters at the inn - 204 is a apartment in Galesville, 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 $1,817.

From$208/night
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Unbelievable beach views for 6 - Galesville, MD

Unbelievable beach views for 6

Condo, Galesville

Unbelievable beach views for 6 is a condo in Galesville, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Unbelievable beach views for 6

Unbelievable beach views for 6 is a condo in Galesville, 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, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,272.

From$255/night
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Rose Haven Peaceful, Spacious, 3 Bedroom Retreat - Galesville, MD

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Holiday Home, Galesville

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat is a holiday home in Galesville, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat is a holiday home in Galesville, 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, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,323.

From$332/night
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Our Favorite Family-Friendly Vacation Rentals in Galesville, MD

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

Updated North Beach Cottage: Pet Friendly! - Galesville, MD

Updated North Beach Cottage: Pet Friendly!

Cottage, Galesville

Updated North Beach Cottage: Pet Friendly! is a cottage in Galesville, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly! is a cottage in Galesville, 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 $1,893.

From$163/night
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Updated North Beach Cottage: Pet Friendly! - Galesville, MD

Updated North Beach Cottage: Pet Friendly!

Holiday Home, Galesville

Updated North Beach Cottage: Pet Friendly! is a holiday home in Galesville, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

Read more

About Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly! is a holiday home in Galesville, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,974.

From$195/night
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Updated North Beach Cottage: Pet Friendly! - Galesville, MD

Updated North Beach Cottage: Pet Friendly!

Cottage, Galesville

Updated North Beach Cottage: Pet Friendly! is a cottage in Galesville, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly! is a cottage in Galesville, 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 $2,049.

From$231/night
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Bayfront Maryland Retreat w/ Deck, Near Beaches! - Galesville, MD

Bayfront Maryland Retreat w/ Deck, Near Beaches!

Cottage, Galesville

Bayfront Maryland Retreat w/ Deck, Near Beaches! is a cottage in Galesville, with pet-friendly space, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

Read more

About Bayfront Maryland Retreat w/ Deck, Near Beaches!

Bayfront Maryland Retreat w/ Deck, Near Beaches! is a cottage in Galesville, with pet-friendly space, easy beach access, and outdoor 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,017.

From$352/night
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