Where to stay around Portland?

Our 2018 property listings offer a large selection of 215 vacation rentals near Portland. From 97 cottages to 50 houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Portland for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Portland?

HomeAway offers a large selection of vacation rentals near lovely places in Portland. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Portland Castle: 542 vacation rentals
  • Portland Harbour: 533 vacation rentals
  • Weymouth and Portland National Sailing Academy: 533 vacation rentals
  • Verne High Angle Battery: 529 vacation rentals
  • Portland Bill Lighthouse: 373 vacation rentals

But there are many other points of interest around Portland listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent cottages in Portland?

Yes, of course. HomeAway has 97 cottages in Portland. Our other popular types of vacation rentals in Portland include:

  • Houses: 50 rentals available
  • Apartments: 28 rentals available
  • Barns: 11 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including bungalows and more.

Can I rent near the ocean rentals in Portland?

Absolutely, HomeAway has 103 near the ocean rentals in Portland. You have also many other possibilities in Portland area, including:

  • Golf resort rentals: 87 rentals
  • Beach rentals: 80 rentals
  • Waterfront rentals: 23 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Portland?

Yes, you can select your preferred vacation rental with pool among our 45 vacation rentals with pool available in Portland. Please use our search bar to access the selection of vacation rentals available.

    The Friendly City of Portland Awaits You

    The beaches and island views create a pretty picture of Portland. This welcoming city is known for its sailing, pubs and restaurants. If you want to stay someplace a bit more spacious, consider a vacation rental. Many rental homes come with Internet access, air conditioning and a kitchen.

    Attractions In and Around Portland

    First time in Portland and looking for things to do? Don't miss landmarks such as Verne High Angle Battery, Rufus Castle and Durdle Pier. If some outdoor time is on the agenda, soak up some sun at Church Ope Cove and Chesil Beach or experience the natural beauty of Broadcroft Quarry Nature Reserve and Governor's Community Garden. If you have extra time, you might want to explore the campus of Weymouth and Portland National Sailing Academy. Activities around the area include Portland Harbour, Sea Life Tower and Weymouth Marina. Other things to do while in town include a visit to Portland Bill, Weymouth Bay and Portland Museum.