
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

Ferdie's Place - Master Bedroom

Room#D Cozy Family Inn

Ferdie's Place - Jett Room

The Main Room at Kingston Cottage

Kuzi Eco Cabin on Winifred Beach Road

Eco-Retreat Right By The River!

FAMILY ROOM, Single, Double or Triple, Shared Bath

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

Search-Me-Heart Kiss me Over the Garden

Mesmerize Guest House

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

Villa Blanca

The Chateau Guesthouse- Old Harbour

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

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