Vacation rentals in Selby-on-the-Bay, MD

46 available vacation rental offers

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Best vacation rentals and Airbnb offers in Selby-on-the-Bay, MD

Steps to Chesapeake Bay! 'Callaway Drive Retreat' - Selby-on-the-Bay, MD

Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Holiday Home, Selby-on-the-Bay

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

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About Steps to Chesapeake Bay! 'Callaway Drive Retreat'

Steps to Chesapeake Bay! 'Callaway Drive Retreat' is a holiday home in Selby-on-the-Bay, 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 $1,684.

From$150/night
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Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis - Selby-on-the-Bay, MD

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

Apartment, Selby-on-the-Bay

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis is a apartment in Selby-on-the-Bay, 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 Selby-on-the-Bay, 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 $1,156.

From$165/night
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'callaway Drive Retreat' 3BR Home Near Water - Selby-on-the-Bay, MD

'callaway Drive Retreat' 3BR Home Near Water

Cottage, Selby-on-the-Bay

'callaway Drive Retreat' 3BR Home Near Water is a cottage in Selby-on-the-Bay, 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 Selby-on-the-Bay, 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 $1,747.

From$184/night
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Charming 1-bedroom cottage with AC in cozy Harwood - Selby-on-the-Bay, MD

Charming 1-bedroom cottage with AC in cozy Harwood

Cottage, Selby-on-the-Bay

Charming 1-bedroom cottage with AC in cozy Harwood is a cottage in Selby-on-the-Bay, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

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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 Selby-on-the-Bay, 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 $1,337.

From$191/night
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Waterfront vacation rentals in Selby-on-the-Bay, MD

Discover vacation rentals close to the coast, water, and beach areas around Selby-on-the-Bay, MD.

Waterfront private In-law apartment, 10 minutes from Downtown Annapolis. - Selby-on-the-Bay, MD

Waterfront private In-law apartment, 10 minutes from Downtown Annapolis.

Apartment, Selby-on-the-Bay

Waterfront private In-law apartment, 10 minutes from Downtown Annapolis. is a apartment in Selby-on-the-Bay, with easy beach access and parking. This stay gives travelers a comfortable base…

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About Waterfront private In-law apartment, 10 minutes from Downtown Annapolis.

Waterfront private In-law apartment, 10 minutes from Downtown Annapolis. is a apartment in Selby-on-the-Bay, with 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,798.

From$400/night
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Renovated 3BR | Near Sandy Point Beach - Selby-on-the-Bay, MD

Renovated 3BR | Near Sandy Point Beach

Holiday Home, Selby-on-the-Bay

Renovated 3BR · Near Sandy Point Beach is a holiday home in Selby-on-the-Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Renovated 3BR | Near Sandy Point Beach

Renovated 3BR · Near Sandy Point Beach is a holiday home in Selby-on-the-Bay, 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 $3,103.

From$443/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! - Selby-on-the-Bay, MD

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

Cottage, Selby-on-the-Bay

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 Selby-on-the-Bay, 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 Selby-on-the-Bay, 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 $4,693.

From$670/night
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Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown - Selby-on-the-Bay, MD

Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown

Holiday Home, Selby-on-the-Bay

Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown is a holiday home in Selby-on-the-Bay, with easy beach access, outdoor space, and kitchen access. This stay gives travelers a…

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About Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown

Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown is a holiday home in Selby-on-the-Bay, with easy beach access, outdoor 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,669.

From$810/night
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Vacation rentals with a pool in Selby-on-the-Bay, MD

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

42 Acres of Serenity & Nature Just 15 Miles To Annapolis - Selby-on-the-Bay, MD

42 Acres of Serenity & Nature Just 15 Miles To Annapolis

Holiday Home, Selby-on-the-Bay

42 Acres of Serenity & Nature Just 15 Miles To Annapolis is a holiday home in Selby-on-the-Bay, 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 Selby-on-the-Bay, 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 $6,917.

From$988/night
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USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR - Selby-on-the-Bay, MD

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

Holiday Home, Selby-on-the-Bay

USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR is a holiday home in Selby-on-the-Bay, 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 Selby-on-the-Bay, 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 $7,041.

From$1,006/night
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Nantucket on the Chesapeake Heated Pool - Selby-on-the-Bay, MD

Nantucket on the Chesapeake Heated Pool

Holiday Home, Selby-on-the-Bay

Nantucket on the Chesapeake Heated Pool is a holiday home in Selby-on-the-Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Nantucket on the Chesapeake Heated Pool

Nantucket on the Chesapeake Heated Pool is a holiday home in Selby-on-the-Bay, with pool access, 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, pool, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $19,628.

From$2,804/night
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The Inn at Tacaro Estate - Selby-on-the-Bay, MD

The Inn at Tacaro Estate

B & B, Selby-on-the-Bay

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

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About The Inn at Tacaro Estate

The Inn at Tacaro Estate is a b & b in Selby-on-the-Bay, 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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Vacation rentals with parking in Selby-on-the-Bay, MD

Find vacation rentals that make arriving by car easier.

Cozy 1-bedroom studio in pleasant Crofton with AC - Selby-on-the-Bay, MD

Cozy 1-bedroom studio in pleasant Crofton with AC

Apartment, Selby-on-the-Bay

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

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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 Selby-on-the-Bay, 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 $998.

From$143/night
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Relax on Kent Island in a 4 Bedroom Home w/Waterview! - Selby-on-the-Bay, MD

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Holiday Home, Selby-on-the-Bay

Relax on Kent Island in a 4 Bedroom Home w/Waterview! is a holiday home in Selby-on-the-Bay, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview! is a holiday home in Selby-on-the-Bay, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,330.

From$333/night
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2BR Historic District Gem w/Parking Near City Dock - Selby-on-the-Bay, MD

2BR Historic District Gem w/Parking Near City Dock

Holiday Home, Selby-on-the-Bay

2BR Historic District Gem w/Parking Near City Dock is a holiday home in Selby-on-the-Bay, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About 2BR Historic District Gem w/Parking Near City Dock

2BR Historic District Gem w/Parking Near City Dock is a holiday home in Selby-on-the-Bay, 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 free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,780.

From$397/night
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Port of Call: 5BR Modern Nautical Luxury - Selby-on-the-Bay, MD

Port of Call: 5BR Modern Nautical Luxury

Holiday Home, Selby-on-the-Bay

Port of Call: 5BR Modern Nautical Luxury is a holiday home in Selby-on-the-Bay, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Port of Call: 5BR Modern Nautical Luxury

Port of Call: 5BR Modern Nautical Luxury is a holiday home in Selby-on-the-Bay, 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 free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,513.

From$502/night
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Pet-friendly vacation rentals in Selby-on-the-Bay, MD

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

Pet Friendly Hideaway for 4 Close to Annapolis - Selby-on-the-Bay, MD

Pet Friendly Hideaway for 4 Close to Annapolis

Holiday Home, Selby-on-the-Bay

Pet Friendly Hideaway for 4 Close to Annapolis is a holiday home in Selby-on-the-Bay, 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 Selby-on-the-Bay, 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 $2,440.

From$349/night
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Sunny and spacious water view/access home in Annapolis. - Selby-on-the-Bay, MD

Sunny and spacious water view/access home in Annapolis.

Holiday Home, Selby-on-the-Bay

Sunny and spacious water view/access home in Annapolis. is a holiday home in Selby-on-the-Bay, 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 Selby-on-the-Bay, 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 $3,739.

From$534/night
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Pet Friendly, 4 Bedrooms in Annapolis, MD less than 2 miles to Naval Academy. - Selby-on-the-Bay, MD

Pet Friendly, 4 Bedrooms in Annapolis, MD less than 2 miles to Naval Academy.

Holiday Home, Selby-on-the-Bay

Pet Friendly, 4 Bedrooms in Annapolis, MD less than 2 miles to Naval Academy. is a holiday home in Selby-on-the-Bay, with pet-friendly space, kitchen access, and room for a group. This stay…

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About Pet Friendly, 4 Bedrooms in Annapolis, MD less than 2 miles to Naval Academy.

Pet Friendly, 4 Bedrooms in Annapolis, MD less than 2 miles to Naval Academy. is a holiday home in Selby-on-the-Bay, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,186.

From$598/night
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Annapolis Gem- Tranquil 4 BR Murray Hill Victorian - Selby-on-the-Bay, MD

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Holiday Home, Selby-on-the-Bay

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian is a holiday home in Selby-on-the-Bay, 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 Selby-on-the-Bay, 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 $5,150.

From$736/night
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Vacation rentals with a kitchen in Selby-on-the-Bay, MD

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

Spacious Townhouse in the Heart of Washington D.C. - Selby-on-the-Bay, MD

Spacious Townhouse in the Heart of Washington D.C.

Holiday Home, Selby-on-the-Bay

Spacious Townhouse in the Heart of Washington D.C. is a holiday home in Selby-on-the-Bay, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Spacious Townhouse in the Heart of Washington D.C.

Spacious Townhouse in the Heart of Washington D.C. is a holiday home in Selby-on-the-Bay, 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 $1,989.

From$284/night
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Stay at Waterfront Home with Pier & Community Park - Selby-on-the-Bay, MD

Stay at Waterfront Home with Pier & Community Park

Holiday Home, Selby-on-the-Bay

Stay at Waterfront Home with Pier & Community Park is a holiday home in Selby-on-the-Bay, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Stay at Waterfront Home with Pier & Community Park

Stay at Waterfront Home with Pier & Community Park is a holiday home in Selby-on-the-Bay, 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 $4,362.

From$623/night
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Charming 3 Bedroom 3 Bath Beach Front Property - Selby-on-the-Bay, MD

Charming 3 Bedroom 3 Bath Beach Front Property

Holiday Home, Selby-on-the-Bay

Charming 3 Bedroom 3 Bath Beach Front Property is a holiday home in Selby-on-the-Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming 3 Bedroom 3 Bath Beach Front Property

Charming 3 Bedroom 3 Bath Beach Front Property is a holiday home in Selby-on-the-Bay, 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 $4,706.

From$672/night
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Panoramic Bay Views, Wraparound Decks, 1-Minute Walk to Beach - Selby-on-the-Bay, MD

Panoramic Bay Views, Wraparound Decks, 1-Minute Walk to Beach

Holiday Home, Selby-on-the-Bay

Panoramic Bay Views, Wraparound Decks, 1-Minute Walk to Beach is a holiday home in Selby-on-the-Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a…

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About Panoramic Bay Views, Wraparound Decks, 1-Minute Walk to Beach

Panoramic Bay Views, Wraparound Decks, 1-Minute Walk to Beach is a holiday home in Selby-on-the-Bay, with easy beach access, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,684.

From$1,383/night
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