Vacation rentals in Montego Bay, MD

57 available vacation rental offers

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Best vacation rentals and Airbnb offers in Montego Bay, MD

Breakaway East 109 - Montego Bay, MD
10 ★ 1 reviews

Breakaway East 109

Condo, Montego Bay

Breakaway East 109 is a condo in Montego Bay, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Breakaway East 109

Breakaway East 109 is a condo in Montego 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, free parking, kitchen, with kitchen, and washer.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,666.

From$149/night
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Montego Bay - Peachtree Road 122 3 Bedroom Home by RedAwning - Montego Bay, MD
9 ★ 2 reviews

Montego Bay - Peachtree Road 122 3 Bedroom Home by RedAwning

Holiday Home, Montego Bay

Montego Bay - Peachtree Road 122 3 Bedroom Home by RedAwning is a holiday home in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Montego Bay - Peachtree Road 122 3 Bedroom Home by RedAwning

Montego Bay - Peachtree Road 122 3 Bedroom Home by RedAwning is a holiday home 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, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,963.

From$169/night
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Steps to Ocean City Beach! Couples Retreat - Montego Bay, MD
8 ★ 2 reviews

Steps to Ocean City Beach! Couples Retreat

Apartment, Montego Bay

Steps to Ocean City Beach! Couples Retreat is a apartment in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Steps to Ocean City Beach! Couples Retreat

Steps to Ocean City Beach! Couples Retreat is a apartment 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, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,233.

From$138/night
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Deck w/ Canal Access: Ocean City Townhome - Montego Bay, MD
6 ★ 9 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 parking, free wifi, and heating.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,636.

From$153/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.

Deck w/ Canal Access: Ocean City Townhome - Montego Bay, MD
9 ★ 2 reviews

Deck w/ Canal Access: Ocean City Townhome

Apartment, Montego Bay

Deck w/ Canal Access: Ocean City Townhome is a apartment 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 Deck w/ Canal Access: Ocean City Townhome

Deck w/ Canal Access: Ocean City Townhome is a apartment 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 free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,699.

From$187/night
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Sails II 104 - Montego Bay, MD

Sails II 104

Holiday Home, Montego Bay

Sails II 104 is a holiday home in Montego Bay, 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 Sails II 104

Sails II 104 is a holiday home in Montego Bay, 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: pool, beachfront, beach front, and ourdoor pool.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,493.

From$154/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, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,395.

From$145/night
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Breakaway East 109 - Montego Bay, MD

Breakaway East 109

Apartment, Montego Bay

Breakaway East 109 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 Breakaway East 109

Breakaway East 109 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, beachfront, and beach front.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,408.

From$146/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.

Near Beach: Family-Friendly Home in Ocean City - Montego Bay, MD

Near Beach: Family-Friendly Home in Ocean City

Holiday Home, Montego Bay

Near Beach: Family-Friendly Home in Ocean City is a holiday home in Montego Bay, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Near Beach: Family-Friendly Home in Ocean City

Near Beach: Family-Friendly Home in Ocean City is a holiday home in Montego Bay, with easy beach access, 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, free parking, free wifi, and heating.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,051.

From$179/night
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Near Beach: Family-friendly Home in Ocean City - Montego Bay, MD

Near Beach: Family-friendly Home in Ocean City

Cottage, Montego Bay

Near Beach: Family-friendly Home in Ocean City is a cottage in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Near Beach: Family-friendly Home in Ocean City

Near Beach: Family-friendly Home in Ocean City is a cottage 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, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,130.

From$214/night
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Family Tides - 311 - 139th Street home - Montego Bay, MD

Family Tides - 311 - 139th Street home

Holiday Home, Montego Bay

Family Tides - 311 - 139th Street home is a holiday home in Montego Bay, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Family Tides - 311 - 139th Street home

Family Tides - 311 - 139th Street home is a holiday home in Montego Bay, 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 parking, free wifi, ac, and air conditioning.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $4,253.

From$485/night
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Family Tides - 311 139th Street 4 Bedroom Home by RedAwning - Montego Bay, MD

Family Tides - 311 139th Street 4 Bedroom Home by RedAwning

Holiday Home, Montego Bay

Family Tides - 311 139th Street 4 Bedroom Home by RedAwning is a holiday home in Montego Bay, with room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Family Tides - 311 139th Street 4 Bedroom Home by RedAwning

Family Tides - 311 139th Street 4 Bedroom Home by RedAwning is a holiday home in Montego Bay, with 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, washer, and dryer.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $6,539.

From$661/night
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Pet-friendly vacation rentals in Montego Bay, MD

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

Sunny Day - Montego Bay, MD
6 ★ 7 reviews

Sunny Day

Holiday Home, Montego Bay

Sunny Day is a holiday home in Montego Bay, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Sunny Day

Sunny Day is a holiday home in Montego 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: pet friendly, pets friendly, free wifi, ac, and air conditioning.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,133.

From$153/night
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Oyster Lane Hideout - Montego Bay, MD

Oyster Lane Hideout

Holiday Home, Montego Bay

Oyster Lane Hideout is a holiday home in Montego Bay, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Oyster Lane Hideout

Oyster Lane Hideout is a holiday home in Montego Bay, with pet-friendly space and 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: pool, pet friendly, pets friendly, and ourdoor pool.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,792.

From$184/night
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The Sand Dune - Montego Bay, MD

The Sand Dune

Holiday Home, Montego Bay

The Sand Dune is a holiday home in Montego Bay, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Sand Dune

The Sand Dune is a holiday home in Montego 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: pet friendly, pets friendly, ac, air conditioning, and heating.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,271.

From$176/night
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Beach Village 6 - Montego Bay, MD

Beach Village 6

Holiday Home, Montego Bay

Beach Village 6 is a holiday home in Montego Bay, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Beach Village 6

Beach Village 6 is a holiday home in Montego Bay, with pet-friendly space 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: pet friendly, pets friendly, free wifi, ac, and air conditioning.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $3,649.

From$395/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.

Hidden Harbour 312C - Montego Bay, MD

Hidden Harbour 312C

Holiday Home, Montego Bay

Hidden Harbour 312C is a holiday home in Montego Bay, 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 Hidden Harbour 312C

Hidden Harbour 312C is a holiday home in Montego 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: pool, ourdoor pool, ac, and air conditioning.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,257.

From$126/night
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Raffles - Montego Bay, MD

Raffles

Holiday Home, Montego Bay

Raffles is a holiday home in Montego Bay, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Raffles

Raffles is a holiday home in Montego 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: pool, ourdoor pool, ac, and air conditioning.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,235.

From$120/night
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Waikiki 305 - Montego Bay, MD

Waikiki 305

Holiday Home, Montego Bay

Waikiki 305 is a holiday home in Montego Bay, 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 Waikiki 305

Waikiki 305 is a holiday home in Montego Bay, 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: pool, beachfront, beach front, and indoor pool.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,509.

From$106/night
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200 Feet to the Beach! Cute Ocean City Condo - Montego Bay, MD

200 Feet to the Beach! Cute Ocean City Condo

Apartment, Montego Bay

200 Feet to the Beach! Cute Ocean City Condo is a apartment 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 200 Feet to the Beach! Cute Ocean City Condo

200 Feet to the Beach! Cute Ocean City Condo is a apartment 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, and free parking.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,307.

From$144/night
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Vacation rentals with parking in Montego Bay, MD

Find vacation rentals that make arriving by car easier.

Shop, Dine, Walk to Beach! Ocean City Condo - Montego Bay, MD

Shop, Dine, Walk to Beach! Ocean City Condo

Holiday Home, Montego Bay

Shop, Dine, Walk to Beach! Ocean City Condo is a holiday home in Montego Bay, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Shop, Dine, Walk to Beach! Ocean City Condo

Shop, Dine, Walk to Beach! Ocean City Condo is a holiday home 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, and heating.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,784.

From$177/night
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Montego Bay - Peachtree Road 122 - Montego Bay, MD

Montego Bay - Peachtree Road 122

Holiday Home, Montego Bay

Montego Bay - Peachtree Road 122 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,…

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About Montego Bay - Peachtree Road 122

Montego Bay - Peachtree Road 122 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, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,655.

From$166/night
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Montego Bay - South Ocean Drive 203 - Montego Bay, MD

Montego Bay - South Ocean Drive 203

Holiday Home, Montego Bay

Montego Bay - South Ocean Drive 203 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,…

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About Montego Bay - South Ocean Drive 203

Montego Bay - South Ocean Drive 203 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, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,751.

From$180/night
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Ocean Princess 207 1 Br condo by RedAwning - Montego Bay, MD

Ocean Princess 207 1 Br condo by RedAwning

Condo, Montego Bay

Ocean Princess 207 1 Br condo by RedAwning is a condo in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Ocean Princess 207 1 Br condo by RedAwning

Ocean Princess 207 1 Br condo by RedAwning is a condo 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, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,653.

From$147/night
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