Vacation rentals in Maryland

Best Vacation rentals and Airbnb offers in Maryland

The Haven at Mariama House

Homestay, Maryland

The Haven at Mariama House is a homestay in Maryland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Haven at Mariama House

The Haven at Mariama House is a homestay in Maryland, 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 wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $442.

From$52/night

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5 Mi to Main St! Cozy Couple's Escape in Laurel

Apartment, Maryland

5 Mi to Main St! Cozy Couple's Escape in Laurel is a apartment in Maryland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 5 Mi to Main St! Cozy Couple's Escape in Laurel

5 Mi to Main St! Cozy Couple's Escape in Laurel is a apartment in Maryland, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $885.

From$66/night

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Capitol Heights Apt for DC250, 8 Mi to Nat’l Mall!

Apartment, Maryland

Capitol Heights Apt for DC250, 8 Mi to Nat’l Mall! is a apartment in Maryland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Capitol Heights Apt for DC250, 8 Mi to Nat’l Mall!

Capitol Heights Apt for DC250, 8 Mi to Nat’l Mall! is a apartment in Maryland, 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, gym, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,300.

From$112/night

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Cozy 1-bedroom studio in pleasant Crofton with AC

Apartment, Maryland

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

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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 Maryland, 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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Browse Vacation Rentals with a Pool in Maryland

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

Modern Bay Dream

Holiday Home, Maryland

Modern Bay Dream is a holiday home in Maryland, 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 Maryland, 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

Holiday Home, Maryland

USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR is a holiday home in Maryland, 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 Maryland, 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, Maryland

42 Acres of Serenity & Nature Just 15 Miles To Annapolis is a holiday home in Maryland, 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 Maryland, 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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Private Pool Paradise Modest Socials Welcomed

Holiday Home, Maryland

Private Pool Paradise Modest Socials Welcomed is a holiday home in Maryland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Private Pool Paradise Modest Socials Welcomed

Private Pool Paradise Modest Socials Welcomed is a holiday home in Maryland, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $11,890.

From$1,299/night

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Best Maryland vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Maryland

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Maryland, 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 Maryland, 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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Welcome Home Relax in Comfort at Our Modern 2 Bedroom Townhome in Hyattsville

Holiday Home, Maryland

Welcome Home Relax in Comfort at Our Modern 2 Bedroom Townhome in Hyattsville is a holiday home in Maryland, with parking, room for a group, and a quieter setting. This stay gives travelers…

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About Welcome Home Relax in Comfort at Our Modern 2 Bedroom Townhome in Hyattsville

Welcome Home Relax in Comfort at Our Modern 2 Bedroom Townhome in Hyattsville is a holiday home in Maryland, with parking, room for a group, 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, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,315.

From$243/night

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Charming 3 bedroom. 6 bed house, Peaceful, overlooking nature, Great for groups!

Holiday Home, Maryland

Charming 3 bedroom. 6 bed house, Peaceful, overlooking nature, Great for groups! is a holiday home in Maryland, with parking and room for a group. This stay gives travelers a comfortable…

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About Charming 3 bedroom. 6 bed house, Peaceful, overlooking nature, Great for groups!

Charming 3 bedroom. 6 bed house, Peaceful, overlooking nature, Great for groups! is a holiday home in Maryland, with parking 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, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,815.

From$304/night

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Luxury 5Brooms 4,5Baths Home &Free parking Near DC

B & B, Maryland

Luxury 5Brooms 4,5Baths Home &Free parking Near DC is a b & b in Maryland, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Luxury 5Brooms 4,5Baths Home &Free parking Near DC

Luxury 5Brooms 4,5Baths Home &Free parking Near DC is a b & b in Maryland, with parking 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: washer, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,647.

From$475/night

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Best Pet-Friendly Vacation Rentals in Maryland

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

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

Apartment, Maryland

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis is a apartment in Maryland, 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 Maryland, 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 $1,502.

From$152/night

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Delightful balti, Washington DC retreat

Holiday Home, Maryland

Delightful balti, Washington DC retreat is a holiday home in Maryland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Delightful balti, Washington DC retreat

Delightful balti, Washington DC retreat is a holiday home in Maryland, 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 $1,918.

From$207/night

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

Holiday Home, Maryland

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

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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 Maryland, 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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Pet Friendly Hideaway for 4 Close to Annapolis

Holiday Home, Maryland

Pet Friendly Hideaway for 4 Close to Annapolis is a holiday home in Maryland, 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 Maryland, 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 $2,888.

From$289/night

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Best Maryland vacation rentals with a kitchen

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

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Maryland

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

Read more

About Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Maryland, 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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Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport

Holiday Home, Maryland

Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport is a holiday home in Maryland, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport

Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport is a holiday home in Maryland, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,264.

From$328/night

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Edgewater's Shelby on the Bay

Holiday Home, Maryland

Edgewater's Shelby on the Bay is a holiday home in Maryland, 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 Maryland, 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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Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway

B & B, Maryland

Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway is a b & b in Maryland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway

Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway is a b & b in Maryland, 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 $4,632.

From$481/night

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Our Favorite Family-Friendly Vacation Rentals in Maryland

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

'callaway Drive Retreat' 3BR Home Near Water

Cottage, Maryland

'callaway Drive Retreat' 3BR Home Near Water is a cottage in Maryland, with kitchen access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for…

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About 'callaway Drive Retreat' 3BR Home Near Water

'callaway Drive Retreat' 3BR Home Near Water is a cottage in Maryland, with kitchen access, room for a group, 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, kitchen, with kitchen, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,784.

From$189/night

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Family Home on Mayo Peninsula | Deck | Sleeps 10

Holiday Home, Maryland

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

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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 Maryland, 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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Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Cottage, Maryland

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK is a cottage in Maryland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK is a cottage in Maryland, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,639.

From$287/night

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Enchanting West River Retreat

Cottage, Maryland

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

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About Enchanting West River Retreat

Enchanting West River Retreat is a cottage in Maryland, 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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