Discover a selection of 1,000 vacation rentals in Montego Bay, Ocean City 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 $58 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.
AsyncDestinationUrgency
Top rated rentals — Montego Bay
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

What are the top vacation rentals in or near Montego Bay?

The heart wants what the heart wants, and right now that's to get away. Now's the time to pack your suitcase and retreat to one of these top vacation rentals in or near Montego Bay:

  • Around 2 miles from the center of Montego Bay, it's difficult to beat "Gorgeous Direct Ocean Front Condo Overlooking Pool And Beach". It has 1 bedroom and handy features including a hair dryer and a heated pool.
  • "Ocean Front - 3 Bedroom With 2 King Rooms" is another winner, offering 3 bedrooms, a nearby hospital, a nearby waterfront and more. It's around 2 miles from Montego Bay.

For even more great options, use the search bar at the top of the page to find the perfect Montego Bay vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Montego Bay?

Clock out on Friday and then forget all about work. If you're up for some fun and relaxation, these properties in and around Montego Bay promise an amazing weekend getaway:

  • "Beautiful Direct Bayfront 2 Bedroom Wifi Next To Convention Center" is an excellent option around 5 miles south of the center of Montego Bay. You don't have to go far to find a memorable experience around this retreat. Pull out your map and head for River Run Golf Club and Wicomico County Tourist Information Center. Activities like water skiing and windsurfing will add a nice finishing touch to your whirlwind break.
  • Alternatively, enjoy some downtime at "Bay Front Condo With Pool One Block From The Beach". About 5 miles south of Montego Bay, fun activities around here include surfing and boogie boarding and sailing. Rather go sightseeing? Plan an outing to Salisbury Zoo and The Bay Club.

Can I find studio apartments for rent in and around Montego Bay?

Studio apartments may be small, but they sure do pack a punch when it comes to location and convenience. Put your bags down at one of these terrific studio apartments in or near Montego Bay:

  • Get away on your own or take a travel buddy along to "Gorgeous Direct Ocean Front Condo Overlooking Pool And Beach". You'll have plenty of amenities to take advantage of, including a boat and an oven.
  • An equally good choice is "Commanding View From Direct Oceanfront Condo". Don't be fooled by its modest size — this comfy apartment is loaded with handy amenities like a kitchen, WiFi and lots more.

Can I find short term rentals in or near Montego Bay?

Sometimes, you just need to escape from it all, even if it's only for one or two days. Enjoy a nice mix of relaxing and exploring at one of these short-term rentals in or around Montego Bay:

  • Close to the heart of Montego Bay, "1 Rated Condo, Oceanfront, With Bay View Too" is a terrific base for a whirlwind getaway. While you're around, check out well-known attractions like Ocean City Boardwalk and Ocean City Beach.
  • Jump out of bed, pour yourself a coffee and then begin planning what to explore around "5 - 6br, 5ba And Boat Slip In Bayside Retreat With Community Pools". Jolly Roger Amusement Park and Maryland Beach should be on your radar if you choose to stay at this rental.

What are the best romantic weekend getaways in or near Montego Bay?

Nothing says "I love you" like a romantic weekend rendezvous. If you're longing to spend a couple of relaxing nights away with your sweetheart, we've got some romantic getaways in and around Montego Bay that will set your hearts aflutter:

  • Put on some mellow music and kick back together at "Gorgeous Direct Ocean Front Condo Overlooking Pool And Beach". Around 2 miles from Montego Bay, this property has everything you could want for a romantic getaway, including a nearby bay and a fireplace.
  • "Ocean Front - 3 Bedroom With 2 King Rooms" is another retreat that's bound to impress. It's about 2 miles from Montego Bay and has shopping facilities and a restaurant dining guide.

What are the best large group vacation rentals in or near Montego Bay?

Vacation with others and have even more fun. Whether you're organizing an epic getaway with pals for a family get-together, there's no shortage of large group vacation rentals in and around Montego Bay:

  • There's plenty of space to spread out at "5 - 6br, 5ba And Boat Slip In Bayside Retreat With Community Pools". Around 1 mile south of Montego Bay, this sizable property has 6 bedrooms sleeping up to 18 guests. It comes with a host of amenities, including a kitchen and a fireplace.
  • Invite as many as 15 of your best friends to "Expansive Caine Woods Retreat | 3 Suites" and fill its spaces with laughter and love. This popular option has 5 bedrooms and is around 1 mile to the north of Montego Bay. It's packed with features to keep a large group happy and comfortable, such as a garden and tennis.

What are the best houses for rent with a pool in or near Montego Bay?

Having access to a pool is always a plus when you're vacationing, especially if you have kids in tow. Have fun splashing the days away at one of these houses with a pool in or near Montego Bay:

  • Pack your favorite swimsuit and stay at "Relax Here In This Quiet Beach House". Other amenities here include a smart TV and a porch.
  • "Serene Water Views - Relaxing Family Beach House" is another top option. After you've enjoyed a dip with the fam, make the most of other conveniences like a TV and coffee and tea making facilities.

What are the best large family vacation rentals in or near Montego Bay?

Whether your perfect escape is out in the countryside or on the beach, you'll enjoy it even more if you share it with people you love. Stay in one of these large family vacation rentals in or near Montego Bay and bring along the whole gang:

  • Get your group under the same roof at "Ocean Front - 3 Bedroom With 2 King Rooms", which has 3 bedrooms sleeping up to 8 guests. This escape is located 2 miles to the south of Montego Bay and comes with amenities such as a TV and childrens activities.
  • "5 - 6br, 5ba And Boat Slip In Bayside Retreat With Community Pools" also offers the space you need to reconnect with loved ones. This property is around 1 mile to the south of central Montego Bay and accommodates 18 guests in its 6 bedrooms. A dishwasher and a microwave oven will help keep everyone comfortable.

If you're chasing family-friendly attractions around the area, you won't have far to go. Ocean City Boardwalk, Jolly Roger at the Pier and Trimper's Rides offer fun for all the crew.

Can I find family cabin rentals in or near Montego Bay?

Cozy up with the kiddos in a family cabin rental in or near Montego Bay and get ready to create some incredible new memories together. Here are some of our favorites:

  • "Cozy 2 Bedroom Cabin, Located Just A Step From The Beach" - Around 7 miles south of the center of Montego Bay, this family-friendly escape comes with a microwave oven and towels.
  • "Cabin - 1 Bedroom Orleans Court Condo With Outdoor Pool" - Rally the troops and spend a few nights or more at this appealing stay, which is around 1 mile to the northeast of Montego Bay. You'll have access to a swimming pool, a balcony and much more.

For more options, use the search bar at the top of the page and adjust the filters to find the Montego Bay vacation rental that's perfect for your needs.

What are the best large houses to rent with indoor pools in or near Montego Bay?

Add some serious indulgence to your getaway by staying somewhere with a private indoor pool. These large houses in or near Montego Bay have a swimming space that's just for you, as well as loads of room for whoever you're bringing with you:

  • Settle into "North Oc 3br/2fb House, Walk To Beach" and spend lazy days poolside. This roomy rental has 3 bedrooms sleeping up to 7 guests and a range of other excellent amenities. A swimming pool and a garden are among them.
  • Besides its inviting indoor pool, "Newly Renovated 3 Bedroom, 2 Bathroom Ocean" features a swimming pool and a kitchen. It has 3 bedrooms that can accommodate up to 7 people, so you can bring all your buddies along.

Use the search bar at the top of the page and adjust the filters to find more impressive Montego Bay vacation rental options for your next big getaway.