Portland Vacation Rentals

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Aug 11 - Aug 12
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Aug 12 - Aug 13
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Aug 15 - Aug 17
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Aug 22 - Aug 24

Vacation Rentals in Portland

Panoramic View
Cottage | Interior

Panoramic View

3.5 star property
Panoramic View
The Dorset Resort
Guests can enjoy a serene stay in this cozy cabin-style building with a balcony and deck area overlooking a beautifully maintained lawn and lush gardens.

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (37)
"Amazing properties set in a beautiful tranquil setting. Wildlife everywhere and great for children to be outdoors, lovely walks and grounds. "
The Dorset Resort
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Fridge, microwave, oven, stovetop

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
The price is ₩343,269
₩546,429 total
includes taxes & fees
Sep 1 - Sep 2
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Agua de Plata, 16 Wakeling Island, Silverlake
Dining

Agua de Plata, 16 Wakeling Island, Silverlake

3.0 star property
The price is ₩1,162,913
₩1,395,496 total
includes taxes & fees
Aug 16 - Aug 17
Agua de Plata, 16 Wakeling Island, Silverlake
40 The Ridgeway
Cottage | Interior

40 The Ridgeway

3.5 star property
The price is ₩632,045
₩758,462 total
includes taxes & fees
Aug 17 - Aug 18
40 The Ridgeway
Belvedere Cottage
Interior

Belvedere Cottage

2.5 star property
The price is ₩1,215,837
₩1,459,012 total
includes taxes & fees
Aug 22 - Aug 23
Belvedere Cottage
The Loft @ No36
Beach nearby

The Loft @ No36

3.0 star property
The price is ₩762,815
₩915,385 total
includes taxes & fees
Sep 1 - Sep 2
The Loft @ No36
Escape the Ordinary - Dorset Village Vacation
Enjoy cooking in this well-equipped kitchen with a stove, oven, and large island with a sink.

Escape the Ordinary - Dorset Village Vacation

2.0 star property
Escape the Ordinary - Dorset Village Vacation
Garibaldi Cottage
Marina

Garibaldi Cottage

3.0 star property
Garibaldi Cottage
Braiders Rest
Beach

Braiders Rest

3.0 star property
The price is ₩688,089
₩825,714 total
includes taxes & fees
Aug 16 - Aug 17
Braiders Rest
Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake
Situated in a wooded area, this cabin features a front door with glass panels and a small porch with a bench.

Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake

2.0 star property
The price is ₩165,797
₩198,956 total
includes taxes & fees
Sep 1 - Sep 2
Tadnoll Escape- Shepards Hut- Sleeps 2- Bbq- Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Weymouth Sands

Weymouth Sands

10/10 Excellent
"Even before I arrived, Nicola texted me to let me know the room was ready earlier than the standard check in time, and how to get the key from the key box. The location was probably one of the best spots in Weymouth.....harbour one side, beach literally across the road the other. When I arrived, I got the key, and stayed in Room 3. It is compact, with just a bed, sink, TV and complimentary tray......but it was extremely clean, and the bed was very comfortable. The view from the window was great.....a view right across the beach and across Weymouth seafront. The shared bathroom was spotless, and had no issues using it. The complimentary cold water and milk in the hallway fridge was a nice touch. It was very quiet......and I slept great. I didn't have breakfast, but the breakfast room looked really nice.....and I'm sure it would've been delicious. I didn't actually meet Nicola until I was going......but she was really friendly.......I will definitely stay here again next time I'm in Weymouth."
Willam 2-night trip
Posted 14 hours ago
Weymouth Sands

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, you can find vacation rentals close to popular sights in Portland, or you can select a more remote option if you'd like a relaxing place to stay. Tourists appreciate the top-notch restaurants and bars in Portland. Make sure you have time to check out the university setting while you're in the area.

How many vacation rentals will I find in Portland?

Choose from 17 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Cultural attractions include Portland Museum and Tout Quarry Sculpture Park, whereas Portland Bill and Weymouth Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Portland Harbour and Portland Bill Lighthouse.

What are vacation rentals like in Portland?

Vacation rentals are private properties you can stay in for a couple days or more in Portland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips.