Vacation rentals in Montego Bay, MD

418 available vacation rental offers

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Best vacation rentals and Airbnb offers in Montego Bay, MD

Ocean View Top Floor, Pool Elevator, steps to the beach Full kitchen, sleeps 4. - Montego Bay, MD
10 ★ 48 reviews

Ocean View Top Floor, Pool Elevator, steps to the beach Full kitchen, sleeps 4.

Condo, Montego Bay

Ocean View Top Floor, Pool Elevator, steps to the beach Full kitchen, sleeps 4. is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Ocean View Top Floor, Pool Elevator, steps to the beach Full kitchen, sleeps 4.

Ocean View Top Floor, Pool Elevator, steps to the beach Full kitchen, sleeps 4. is a condo in Montego Bay, 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: free cancellation, pool, hot tub, free parking, and condominium.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,272.

From$182/night
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Ocean Block condo in north Ocean City, steps from the beach and Atlantic ocean! Angelfish #106 - Montego Bay, MD
10 ★ 8 reviews

Ocean Block condo in north Ocean City, steps from the beach and Atlantic ocean! Angelfish #106

Condo, Montego Bay

Ocean Block condo in north Ocean City, steps from the beach and Atlantic ocean! Angelfish #106 is a condo in Montego Bay, with easy beach access and kitchen access. This stay gives…

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About Ocean Block condo in north Ocean City, steps from the beach and Atlantic ocean! Angelfish #106

Ocean Block condo in north Ocean City, steps from the beach and Atlantic ocean! Angelfish #106 is a condo in Montego Bay, with 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, kitchen, with kitchen, washer, and dryer.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,105.

From$158/night
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1 Bedroom, Sleeps 4, Balcony w/ Ocean View - Montego Bay, MD
10 ★ 4 reviews

1 Bedroom, Sleeps 4, Balcony w/ Ocean View

Condo, Montego Bay

1 Bedroom, Sleeps 4, Balcony w/ Ocean View is a condo in Montego Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the…

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About 1 Bedroom, Sleeps 4, Balcony w/ Ocean View

1 Bedroom, Sleeps 4, Balcony w/ Ocean View is a condo in Montego 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 parking, kitchen, with kitchen, free wifi, and condominium.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,166.

From$167/night
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Oceanside Condo with a Pool in North Ocean City - Montego Bay, MD
10 ★ 2 reviews

Oceanside Condo with a Pool in North Ocean City

Condo, Montego Bay

Oceanside Condo with a Pool in North Ocean City is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Oceanside Condo with a Pool in North Ocean City

Oceanside Condo with a Pool in North Ocean City is a condo in Montego Bay, 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, free parking, kitchen, with kitchen, and condominium.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,146.

From$164/night
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Waterfront vacation rentals in Montego Bay, MD

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

Cozy Beach Getaway - 136th St Ocean City, Maryland - Montego Bay, MD
9.8 ★ 38 reviews

Cozy Beach Getaway - 136th St Ocean City, Maryland

Holiday Home, Montego Bay

Cozy Beach Getaway - 136th St Ocean City, Maryland is a holiday home in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Beach Getaway - 136th St Ocean City, Maryland

Cozy Beach Getaway - 136th St Ocean City, Maryland is a holiday home in Montego 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 parking, kitchen, with kitchen, and washer.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $2,134.

From$305/night
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Deck w/ Canal Access: Ocean City Townhome - Montego Bay, MD
8 ★ 2 reviews

Deck w/ Canal Access: Ocean City Townhome

Holiday Home, Montego Bay

Deck w/ Canal Access: Ocean City Townhome is a holiday home in Montego Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Deck w/ Canal Access: Ocean City Townhome

Deck w/ Canal Access: Ocean City Townhome is a holiday home in Montego 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, free parking, kitchen, with kitchen, and washer.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,408.

From$201/night
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Deck w/ Canal Access: Ocean City Townhome - Montego Bay, MD

Deck w/ Canal Access: Ocean City Townhome

Holiday Home, Montego Bay

Deck w/ Canal Access: Ocean City Townhome is a holiday home in Montego Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Deck w/ Canal Access: Ocean City Townhome

Deck w/ Canal Access: Ocean City Townhome is a holiday home in Montego 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 parking, free wifi, and heating.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,636.

From$153/night
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Ocean Princess 207 - Montego Bay, MD

Ocean Princess 207

Apartment, Montego Bay

Ocean Princess 207 is a apartment in Montego Bay, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Ocean Princess 207

Ocean Princess 207 is a apartment in Montego 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 parking, free wifi, ac, and air conditioning.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,395.

From$145/night
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Family-friendly vacation rentals in Montego Bay, MD

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

family friendly, and convience. Park your car and walk to everything - Montego Bay, MD
10 ★ 26 reviews

family friendly, and convience. Park your car and walk to everything

Holiday Home, Montego Bay

family friendly, and convience. Park your car and walk to everything is a holiday home in Montego Bay, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About family friendly, and convience. Park your car and walk to everything

family friendly, and convience. Park your car and walk to everything is a holiday home in Montego Bay, 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: pool, free parking, kitchen, and with kitchen.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $2,122.

From$303/night
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One-Of-A-Kind, single family home at the beach! - Montego Bay, MD
9.6 ★ 20 reviews

One-Of-A-Kind, single family home at the beach!

Holiday Home, Montego Bay

One-Of-A-Kind, single family home at the beach! is a holiday home in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About One-Of-A-Kind, single family home at the beach!

One-Of-A-Kind, single family home at the beach! is a holiday home in Montego 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, free parking, kitchen, with kitchen, and free wifi.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $2,398.

From$343/night
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3-bedroom condo in lovely North Ocean City roomy for 2 families with children - Montego Bay, MD
8.8 ★ 3 reviews

3-bedroom condo in lovely North Ocean City roomy for 2 families with children

Condo, Montego Bay

3-bedroom condo in lovely North Ocean City roomy for 2 families with children is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a…

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About 3-bedroom condo in lovely North Ocean City roomy for 2 families with children

3-bedroom condo in lovely North Ocean City roomy for 2 families with children is a condo in Montego Bay, 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: free cancellation, pool, free parking, kitchen, and with kitchen.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,921.

From$274/night
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Pet-friendly vacation rentals in Montego Bay, MD

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

Waterfront Getaway-walk to beach and local favorites! - Montego Bay, MD
10 ★ 52 reviews

Waterfront Getaway-walk to beach and local favorites!

Holiday Home, Montego Bay

Waterfront Getaway-walk to beach and local favorites! is a holiday home in Montego Bay, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Waterfront Getaway-walk to beach and local favorites!

Waterfront Getaway-walk to beach and local favorites! is a holiday home in Montego Bay, 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 parking, kitchen, with kitchen, pet friendly, and pets friendly.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $4,484.

From$641/night
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Dog-friendly home near beach with 2 pools, tennis, amazing views, outdoor shower - Montego Bay, MD
9 ★ 2 reviews

Dog-friendly home near beach with 2 pools, tennis, amazing views, outdoor shower

Holiday Home, Montego Bay

Dog-friendly home near beach with 2 pools, tennis, amazing views, outdoor shower is a holiday home in Montego Bay, with pet-friendly space, pool access, and easy beach access. This stay…

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About Dog-friendly home near beach with 2 pools, tennis, amazing views, outdoor shower

Dog-friendly home near beach with 2 pools, tennis, amazing views, outdoor shower is a holiday home in Montego Bay, with pet-friendly space, 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, kitchen, with kitchen, and pet friendly.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $2,960.

From$423/night
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Updated dog-friendly home with gas grill, 2 pools, 2 tennis courts, fishing pier - Montego Bay, MD
7.4 ★ 3 reviews

Updated dog-friendly home with gas grill, 2 pools, 2 tennis courts, fishing pier

Holiday Home, Montego Bay

Updated dog-friendly home with gas grill, 2 pools, 2 tennis courts, fishing pier is a holiday home in Montego Bay, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About Updated dog-friendly home with gas grill, 2 pools, 2 tennis courts, fishing pier

Updated dog-friendly home with gas grill, 2 pools, 2 tennis courts, fishing pier is a holiday home in Montego Bay, with pet-friendly space, 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, kitchen, with kitchen, and pet friendly.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,419.

From$203/night
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Montego Bay-Bayside Blues on Beachcomber - Montego Bay, MD

Montego Bay-Bayside Blues on Beachcomber

Holiday Home, Montego Bay

Montego Bay-Bayside Blues on Beachcomber is a holiday home in Montego Bay, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Montego Bay-Bayside Blues on Beachcomber

Montego Bay-Bayside Blues on Beachcomber is a holiday home in Montego Bay, with pet-friendly space, 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: pool, pet friendly, pets friendly, and ourdoor pool.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $2,122.

From$165/night
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Vacation rentals with a pool in Montego Bay, MD

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

Renovated 1BR Condo with Pool, Bikes, & Beach Access! - Montego Bay, MD
10 ★ 2 reviews

Renovated 1BR Condo with Pool, Bikes, & Beach Access!

Apartment, Montego Bay

Renovated 1BR Condo with Pool, Bikes, & Beach Access! is a apartment in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Renovated 1BR Condo with Pool, Bikes, & Beach Access!

Renovated 1BR Condo with Pool, Bikes, & Beach Access! is a apartment in Montego 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 free wifi.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,898.

From$271/night
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Bluewater-Modern 1BR Oasis with Pool & Easy Beach Access - Montego Bay, MD
10 ★ 1 reviews

Bluewater-Modern 1BR Oasis with Pool & Easy Beach Access

Condo, Montego Bay

Bluewater-Modern 1BR Oasis with Pool & Easy Beach Access is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Bluewater-Modern 1BR Oasis with Pool & Easy Beach Access

Bluewater-Modern 1BR Oasis with Pool & Easy Beach Access is a condo in Montego Bay, 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, free parking, kitchen, with kitchen, and condominium.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,596.

From$228/night
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Relax Here in this quiet Beach house! - Montego Bay, MD
9.6 ★ 25 reviews

Relax Here in this quiet Beach house!

Holiday Home, Montego Bay

Relax Here in this quiet Beach house! is a holiday home in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Relax Here in this quiet Beach house!

Relax Here in this quiet Beach house! is a holiday home in Montego Bay, 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: free cancellation, pool, free parking, kitchen, and with kitchen.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $2,086.

From$298/night
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Bluewater East 406N - Montego Bay, MD
9.6 ★ 5 reviews

Bluewater East 406N

Condo, Montego Bay

Bluewater East 406N is a condo in Montego Bay, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Bluewater East 406N

Bluewater East 406N is a condo in Montego Bay, 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: pool, free parking, kitchen, with kitchen, and condominium.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,501.

From$214/night
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Vacation rentals with parking in Montego Bay, MD

Find vacation rentals that make arriving by car easier.

Twin Tree Road 511-Bayside 136th St, W/D, AC, Free WIFI, Pool - Montego Bay, MD
10 ★ 1 reviews

Twin Tree Road 511-Bayside 136th St, W/D, AC, Free WIFI, Pool

Holiday Home, Montego Bay

Twin Tree Road 511-Bayside 136th St, W/D, AC, Free WIFI, Pool is a holiday home in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

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About Twin Tree Road 511-Bayside 136th St, W/D, AC, Free WIFI, Pool

Twin Tree Road 511-Bayside 136th St, W/D, AC, Free WIFI, Pool is a holiday home in Montego Bay, 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, free parking, kitchen, and with kitchen.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $2,090.

From$299/night
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On The Water * Private Dock * Sunset Porch Views - Montego Bay, MD
9.8 ★ 51 reviews

On The Water * Private Dock * Sunset Porch Views

Holiday Home, Montego Bay

On The Water * Private Dock * Sunset Porch Views is a holiday home in Montego Bay, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About On The Water * Private Dock * Sunset Porch Views

On The Water * Private Dock * Sunset Porch Views is a holiday home in Montego Bay, 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, free parking, kitchen, and with kitchen.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $2,273.

From$325/night
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Walk to Maryland Beach: Canal-Front Escape w/ Dock - Montego Bay, MD
9.2 ★ 10 reviews

Walk to Maryland Beach: Canal-Front Escape w/ Dock

Holiday Home, Montego Bay

Walk to Maryland Beach: Canal-Front Escape w/ Dock is a holiday home in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Walk to Maryland Beach: Canal-Front Escape w/ Dock

Walk to Maryland Beach: Canal-Front Escape w/ Dock is a holiday home in Montego 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, free parking, kitchen, with kitchen, and washer.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,738.

From$248/night
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Spacious and beautifully updated 3BR 2Bath Home with community pools and tennis pickelball - Montego Bay, MD

Spacious and beautifully updated 3BR 2Bath Home with community pools and tennis pickelball

Holiday Home, Montego Bay

Spacious and beautifully updated 3BR 2Bath Home with community pools and tennis pickelball is a holiday home in Montego Bay, with pool access, parking, and kitchen access. This stay gives…

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About Spacious and beautifully updated 3BR 2Bath Home with community pools and tennis pickelball

Spacious and beautifully updated 3BR 2Bath Home with community pools and tennis pickelball is a holiday home in Montego Bay, 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: pool, free parking, kitchen, and with kitchen.

Sat, Nov 28 - Sat, Dec 5 · 7 nights · total from $1,084.

From$155/night
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