Vacation rentals in Montego Bay, MD

37 available vacation rental offers

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Best vacation rentals and Airbnb offers in Montego Bay, MD

5 Mi to Bethany Beach: Home w/ Pool + Gym Access! - Montego Bay, MD
10 ★ 1 reviews

5 Mi to Bethany Beach: Home w/ Pool + Gym Access!

Cottage, Montego Bay

5 Mi to Bethany Beach: Home w/ Pool + Gym Access! is a cottage in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 5 Mi to Bethany Beach: Home w/ Pool + Gym Access!

5 Mi to Bethany Beach: Home w/ Pool + Gym Access! is a cottage 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,972.

From$218/night
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Deck w/ Canal Access: Ocean City Townhome - Montego Bay, MD
10 ★ 1 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 wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,045.

From$231/night
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9 Mi to Beach! Family Getaway in Ocean Pines - Montego Bay, MD
9 ★ 2 reviews

9 Mi to Beach! Family Getaway in Ocean Pines

Cottage, Montego Bay

9 Mi to Beach! Family Getaway in Ocean Pines is a cottage in Montego Bay, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base for…

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About 9 Mi to Beach! Family Getaway in Ocean Pines

9 Mi to Beach! Family Getaway in Ocean Pines is a cottage in Montego Bay, with pool access, easy beach 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, pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,744.

From$201/night
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Town of South Bethany --- 10 Kewanee St - Montego Bay, MD
8 ★ 2 reviews

Town of South Bethany --- 10 Kewanee St

Holiday Home, Montego Bay

Town of South Bethany --- 10 Kewanee St is a holiday home in Montego Bay, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Town of South Bethany --- 10 Kewanee St

Town of South Bethany --- 10 Kewanee St 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,901.

From$146/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.

Beachwalk 6 - Montego Bay, MD

Beachwalk 6

Holiday Home, Montego Bay

Beachwalk 6 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 Beachwalk 6

Beachwalk 6 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, ourdoor pool, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,847.

From$333/night
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Shuttle to Beach: Millville By the Sea Retreat - Montego Bay, MD

Shuttle to Beach: Millville By the Sea Retreat

Holiday Home, Montego Bay

Shuttle to Beach: Millville By the Sea Retreat is a holiday home in Montego Bay, with pool access, easy beach access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Shuttle to Beach: Millville By the Sea Retreat

Shuttle to Beach: Millville By the Sea Retreat is a holiday home in Montego Bay, with pool access, easy beach 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, pool, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,879.

From$183/night
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Shuttle to Beach: Millville By the Sea Retreat - Montego Bay, MD

Shuttle to Beach: Millville By the Sea Retreat

Apartment, Montego Bay

Shuttle to Beach: Millville By the Sea Retreat is a apartment in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Shuttle to Beach: Millville By the Sea Retreat

Shuttle to Beach: Millville By the Sea Retreat 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,950.

From$218/night
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5 Mi to Bethany Beach: Townhome w/ Pool! - Montego Bay, MD

5 Mi to Bethany Beach: Townhome w/ Pool!

Apartment, Montego Bay

5 Mi to Bethany Beach: Townhome w/ Pool! is a apartment in Montego Bay, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 5 Mi to Bethany Beach: Townhome w/ Pool!

5 Mi to Bethany Beach: Townhome w/ Pool! is a apartment 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: free cancellation, pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,668.

From$334/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.

8 Mi to Beach: Ocean Pines Home Near Marina & Golf - Montego Bay, MD

8 Mi to Beach: Ocean Pines Home Near Marina & Golf

Cottage, Montego Bay

8 Mi to Beach: Ocean Pines Home Near Marina & Golf is a cottage in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 8 Mi to Beach: Ocean Pines Home Near Marina & Golf

8 Mi to Beach: Ocean Pines Home Near Marina & Golf is a cottage 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,537.

From$273/night
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6 Mi to Bethany Beach: Family Home w/ Pool Access! - Montego Bay, MD

6 Mi to Bethany Beach: Family Home w/ Pool Access!

Cottage, Montego Bay

6 Mi to Bethany Beach: Family Home w/ Pool Access! is a cottage 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 6 Mi to Bethany Beach: Family Home w/ Pool Access!

6 Mi to Bethany Beach: Family Home w/ Pool Access! is a cottage 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, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,506.

From$309/night
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Covered Patio, Grill & Hammock: Frankford Home! - Montego Bay, MD

Covered Patio, Grill & Hammock: Frankford Home!

Cottage, Montego Bay

Covered Patio, Grill & Hammock: Frankford Home! is a cottage in Montego Bay, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Covered Patio, Grill & Hammock: Frankford Home!

Covered Patio, Grill & Hammock: Frankford Home! is a cottage in Montego Bay, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,953.

From$346/night
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6 Mi to Bethany Beach: Family-friendly Home! - Montego Bay, MD

6 Mi to Bethany Beach: Family-friendly Home!

Cottage, Montego Bay

6 Mi to Bethany Beach: Family-friendly Home! is a cottage in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 6 Mi to Bethany Beach: Family-friendly Home!

6 Mi to Bethany Beach: Family-friendly Home! is a cottage 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,491.

From$455/night
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Pet-friendly vacation rentals in Montego Bay, MD

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

Seafarer 7 - Montego Bay, MD
6 ★ 8 reviews

Seafarer 7

Holiday Home, Montego Bay

Seafarer 7 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…

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About Seafarer 7

Seafarer 7 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,626.

From$323/night
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Poolside Fun, Beach Access, in Ocean Pines! - Montego Bay, MD

Poolside Fun, Beach Access, in Ocean Pines!

Holiday Home, Montego Bay

Poolside Fun, Beach Access, in Ocean Pines! 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 Poolside Fun, Beach Access, in Ocean Pines!

Poolside Fun, Beach Access, in Ocean Pines! 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, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,626.

From$266/night
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Poolside Fun, Beach Walks! Ocean Pines Coastal Gem - Montego Bay, MD

Poolside Fun, Beach Walks! Ocean Pines Coastal Gem

Apartment, Montego Bay

Poolside Fun, Beach Walks! Ocean Pines Coastal Gem is a apartment in Montego Bay, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base…

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About Poolside Fun, Beach Walks! Ocean Pines Coastal Gem

Poolside Fun, Beach Walks! Ocean Pines Coastal Gem is a apartment 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, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,725.

From$304/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.

Millville by the Sea- 23923 Pembroke Lane - Montego Bay, MD
8 ★ 1 reviews

Millville by the Sea- 23923 Pembroke Lane

Holiday Home, Montego Bay

Millville by the Sea- 23923 Pembroke Lane is a holiday home in Montego Bay, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Millville by the Sea- 23923 Pembroke Lane

Millville by the Sea- 23923 Pembroke Lane 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, gym, and ourdoor pool.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,415.

From$296/night
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Bear Trap Dunes - 124G October Glory - Montego Bay, MD

Bear Trap Dunes - 124G October Glory

Holiday Home, Montego Bay

Bear Trap Dunes - 124G October Glory is a holiday home in Montego Bay, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Bear Trap Dunes - 124G October Glory

Bear Trap Dunes - 124G October Glory is a holiday home in Montego Bay, with pool 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, gym, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,148.

From$289/night
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Millville By The Sea --- 36692 Calm Water Dr - Montego Bay, MD

Millville By The Sea --- 36692 Calm Water Dr

Holiday Home, Montego Bay

Millville By The Sea --- 36692 Calm Water Dr is a holiday home in Montego Bay, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Millville By The Sea --- 36692 Calm Water Dr

Millville By The Sea --- 36692 Calm Water Dr 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,838.

From$123/night
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Shuttle to Beach, Relax on Patio! Millville Escape - Montego Bay, MD

Shuttle to Beach, Relax on Patio! Millville Escape

Apartment, Montego Bay

Shuttle to Beach, Relax on Patio! Millville Escape is a apartment in Montego Bay, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

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About Shuttle to Beach, Relax on Patio! Millville Escape

Shuttle to Beach, Relax on Patio! Millville Escape is a apartment in Montego Bay, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,503.

From$167/night
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Vacation rentals with parking in Montego Bay, MD

Find vacation rentals that make arriving by car easier.

Covered Patio, Grill & Hammock: Frankford Home! - Montego Bay, MD

Covered Patio, Grill & Hammock: Frankford Home!

Holiday Home, Montego Bay

Covered Patio, Grill & Hammock: Frankford Home! is a holiday home in Montego Bay, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Covered Patio, Grill & Hammock: Frankford Home!

Covered Patio, Grill & Hammock: Frankford Home! is a holiday home in Montego Bay, with 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 wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,842.

From$306/night
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Idyllic South Bethany Home w/ Private Beach Access - Montego Bay, MD

Idyllic South Bethany Home w/ Private Beach Access

Holiday Home, Montego Bay

Idyllic South Bethany Home w/ Private Beach Access 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 Idyllic South Bethany Home w/ Private Beach Access

Idyllic South Bethany Home w/ Private Beach Access 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 wifi, parking, paid parking, family friendly, and game room.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $6,146.

From$686/night
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Idyllic South Bethany Home w/ Private Beach Access - Montego Bay, MD

Idyllic South Bethany Home w/ Private Beach Access

Cottage, Montego Bay

Idyllic South Bethany Home w/ Private Beach Access is a cottage in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Idyllic South Bethany Home w/ Private Beach Access

Idyllic South Bethany Home w/ Private Beach Access 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 wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $5,932.

From$741/night
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