
Guesthouse holiday rentals in Portland
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Top-rated Guesthouses in Portland
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Portland guesthouses
Family-Friendly guesthouses

Search-Me-Heart - China Rose

Ferdie's Place - Master Bedroom

King size bedroom - Sea view & Private balcony

Ferdie's Place - Jett Room

The Main Room at Kingston Cottage

FAMILY ROOM, Single, Double or Triple, Shared Bath

King-Size bedroom - 10 min walk Frenchman's Cove

Deluxe Private - Gordon Town Kotch
Guesthouses with a patio

nature twin room

Ocean Crest Guest House -Room 10

Rooms at Rasta Villa

Garden View 1BR/1BR only, AC, Private Entrance

Mesmerize Guest House

Search-Me-Heart - Plumbago

Queen Private-Gordon Town Kotch

Jamaica Nature Kitchen Freelance
Guest house rentals with a washing machine and dryer

Orchid Cottage

Star San Lower, Blue Lagoon Jamaica

Escape Place

Luxury Casita

Queen Bedroom - Garden view

Villa Blanca

The Chateau Guesthouse- Old Harbour

MuMatt Guest House
Destinations to explore
- Rentals with a washing machine and dryer Portland
- Rentals with outdoor seating Portland
- Villa rentals Portland
- Condo rentals Portland
- Rentals with breakfast Portland
- Rentals with beach access Portland
- Rentals with a fireplace Portland
- Serviced apartment rentals Portland
- Rentals with a hot tub Portland
- Beachfront rentals Portland
- Rentals with pools Portland
- Waterfront rentals Portland
- Fitness-friendly rentals Portland
- Bed and breakfasts Portland
- Pet-friendly rentals Portland
- Rentals with a fire pit Portland
- Townhouse rentals Portland
- Family-friendly rentals Portland
- House rentals Portland
- Rentals with lake access Portland
- Apartment rentals Portland
- Smoking-friendly rentals Portland
- Private suite rentals Portland
- Rentals with a patio Portland
- Guesthouse rentals Jamaica