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Montego Bay, Ocean City, Maryland, United States of America

Montego Bay vacation rentals

We found 681 vacation rentals — enter your dates for availability

Discover a selection of 500 vacation rentals in Montego Bay that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $132 per night, and houses and condos are popular options for a stay in Montego Bay. Either way, you'll find a rental for everyone's needs.
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Houses

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Condos/Apartments

View 507 Condos/Apartments

Townhouses

View 46 Townhouses

Caravans

View 23 Caravans

Studios

View 18 Studios

Find the best place to stay — Montego Bay

OCMD Castaway Cove, 2300 sq ft, waterfront.

Sleeps 16 · 5 Bedrooms · 3 Bathrooms
$400 avg/night
(15)

Bayfront mobile home w/ private dock, shared pools, & tennis court!

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$340 avg/night
(11)

Newly Built Never Rented 3 BR 2 BA Home in Montego Bay - Community Pool

Sleeps 9 · 3 Bedrooms · 2 Bathrooms
$225 avg/night
(10)

Beautiful 3 BR 2 BA Home in Ocean City; Huge Screened Porch & Multiple Pools!

Sleeps 10 · 3 Bedrooms · 2 Bathrooms
$150 avg/night
(16)

Spacious, dog-friendly home w/ shared pool & a playground; great for families

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$163 avg/night
(14)

Direct Bay front home with 2 community pools and tennis

Sleeps 8 · 3 Bedrooms
$333 avg/night
(7)

Search 681 vacation rentals

Top rated rentals — Montego Bay
Stayed Apr 2021

Beautiful house!

This is a beautiful house, it was really clean, and I always think it’s nice when owners provide a starter kit, which this one even had little shampoos and conditioners, very nice. The community is also well kept and the location was nice being able ...

Lynn H.
Lynn H.
Stayed Apr 2021

Some miscommunication

This place was very nice. Just make sure you receive an email from them. I didn't, and assumed like all of the other places that we had stayed through VRBO they would send us digital keys about a week before, but never received it and we were already...

Katie C.
Katie C.
Stayed Mar 2021

Soccer weekend

The property was awesome. Plenty of space in the main room, and we put the deck to good use. Lots of bedroom space as well. Watch out for the bugs if you leave the sliding glass door open for a few minutes. I know this doesn't matter in the summer ti...

Matt T.
Matt T.
Stayed Oct 2020

Great place for families

Enjoyed our fall stay. Inviting home with wonderful colors, great view and spacious deck. We enjoyed safe bike riding, strolls to nearby park, fishing and crabbing. The supplied crab traps were a pleasant surprise! One of the nicest places we've stay...

Jan G.
Jan G.
Stayed Sep 2020

Great in every way!

Great 3 bedroom with FANTASTIC screened in porch. Excellent kitchen well stocked with everything you need. We were a group of 5 adults and this was the perfect size. 10 minute walk or 5 minutes drive to the beach at 130th St. highly recommend the Sun...

Stephen T.
Stephen T.

Wilmington, DE USA

Stayed Sep 2020

Better than it looks

Better than it looks from the photos, rooms are spacious, TV worked great, lots of convenient touches like stocked kitchen and beach equipment. Right on a pretty lagoon with a path around it for evening walks, and a community pool for guest use. Only...

Abby K.
Abby K.
Stayed Sep 2020

Loved it here!

Stayed here for Labor Day weekend and loved it. The place is on the end of a lagoon and it’s so nice to watch the sunset there. Perfect for a boat or kayaks too. We had 4 people and that was enough because of one bathroom, any more would be crowded. ...

Ryan S.
Ryan S.
Stayed Aug 2020

The perfect get away!!!

Very cozy house! Felt like home away from home. Ms Laura’s place was everything you think it would be and more. The place itself is adorable and Ms Laura got out of her way to make sure we had a wonderful stay. Check in was smooth as well and host wa...

Liliana S.
Liliana S.
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How many vacation rentals are available around Montego Bay?

Our 2021 property listings offer a large selection of 681 vacation rentals around Montego Bay. From 150 house rentals to 507 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.