Portland Cottage Rentals & Holiday Homes
Find the best cottages in Portland - We found 4233 exact matches
About Portland Luxury Rental on Isle Of Palm Resorts
Searching for cottages to rent near Portland? Isle Of Palm Resorts features more than 4233 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Portland have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Isle Of Palm Resorts’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Portland.
Are you planning to travel to the lakeside, beach, or mountain area? Isle Of Palm Resorts’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Isle Of Palm Resorts boasts of 4233 holiday cottages and places to stay in Portland. The site provides unique Airbnb, VRBO, Isle Of Palm Resorts-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Portland Cottage Rentals
What are the top rated Cottage Rentals in Portland?
There are a lot of options in Portland. If you plan on staying in the Portland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Portland:
- Penthouse Two Master Waterfront Suite with Rooftop
- Old Port Penthouse Suite - Amazing Harbor Views
- Downtown Penthouse Suite - Stunning Harbor Views
- Chic One Bedroom Apartment In Portland's Arts District
- Waterfront Two Master Suite Penthouse with Rooftop
- Stunning Waterfront Condo with deck, Walk to Shops and Restaurants
- The James Place Inn B&B
- Fully Furnished Executive/Garden Apartment In Falmouth, Maine
- Luxury 5 Bed 4 1/2 Bath - Family Friendly, walk to town, close to beaches
- 5 Star Back Cove Apartment with water view!
How much does it cost to rent a cottage in Portland?
The average cost for a cottage rental in Portland is $516 per night. Isleofpalmsresorts has a wide list of great cottages near Portland that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Portland that allow pets?
Yes, here are the top cottage rentals in Portland that allow you to bring your pet:
- AMAZING OCEANVIEW SERENITY COTTAGE 3 BED 2BATH SPECTACULAR BEACHFRONT ON OOB
- Arbor Lane Delight
- The Luna Lodge - close to old Orchard beach
- 4BR, 2 level, comfortable House In Kennebunkport/Cape Porpoise Maine.
See all pet-friendly vacation rentals in Portland on Isleofpalmsresorts
Do you have any rental cottages in Portland that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Portland to find one that works for you.
Are there quality cottages in Portland that have indoor swimming pools?
As of 2026, the data from Isleofpalmsresorts shows that there are Over 4233 private swimming pools or cottages with indoor pools in the Portland area along with other great amenities.
