Vacation Homes in Portland
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Top Vacation Homes in Portland

Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach

Sea-Esta – A Stylish Coastal Retreat in the Heart of Weymouth

Beautiful large Georgian house with a big garden. Perfect for a family or two!

Farm House in stunning Dorset countryside with Hardy views

A contemporary house close to the town centre with fantastic views over Radipole Lake.

The Old Chapel - Exclusive Retreat

Historical, Characterful, Converted Old School House

Quiet location, short walk to beach, with views of Portland and Jurassic coast

Beautiful, family friendly Cottage with sea views of Chesil Beach

Independent Garden Wing of Dorset country house
Top hotels in Portland

Durdle Door Hotel
Find the Best Vacation Homes in Portland
Why book a vacation home in Portland?
Vacation homes in Portland make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Portland?
Private Portland rental homes range between $91 - $218 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Portland vacation home rentals. You might look for Portland rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Portland offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Portland?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Portland. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Portland hotels and vacation homes that best suit your stay. We also have deals for flights, and Portland car rentals. You’ll save even more when you bundle your items into a Portland vacation package!
How many vacation homes are available to book in Portland?
There are 219 rental homes in Portland. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Portland?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Portland Vacation Homes essential information
Accommodation | 219 Vacation Homes |
---|---|
Lowest Price | $91 |
Highest Price | $218 |
Popular accommodation | Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight, Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach, Sea-Esta – A Stylish Coastal Retreat in the Heart of Weymouth, Beautiful large Georgian house with a big garden. Perfect for a family or two!, Farm House in stunning Dorset countryside with Hardy views, A contemporary house close to the town centre with fantastic views over Radipole Lake., The Old Chapel - Exclusive Retreat, Historical, Characterful, Converted Old School House, Quiet location, short walk to beach, with views of Portland and Jurassic coast, Beautiful, family friendly Cottage with sea views of Chesil Beach , Independent Garden Wing of Dorset country house, Luxury coastal property with private indoor pool. |