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The best cottages in Portland

Check out our selection of great cottages in Portland

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Olympic Village Vela - Portland, hotel in Portland

Just a 2-minute walk from Portland Beach and 700 yards from Portland Castle, Olympic Village Vela - Portland features accommodations in Portland with barbecue facilities.

Scored 8.8
8.8
Rated excellent
Excellent
39 reviews
Price from
$345
1 night, 2 adults
Sea View Cottage in Dorset, Portland, hotel in Portland

Offering a garden and a terrace, Sea View Cottage in Dorset, Portland in Portland is close to Portland Beach and Portland Castle.

We like the decor of the property. very clean. spacious lounge and bed rooms. lovely office area with seaview (again it was not very safe for some guests to climb the stairs).
Scored 8.7
8.7
Rated excellent
Excellent
74 reviews
Price from
$187
1 night, 2 adults
The Grange, hotel in Portland

The Grange is located in Weymouth, just 1.3 miles from Weymouth Beach and 15 miles from Monkey World. This vacation home provides free private parking and free Wifi.

Amazing house, so clean and loved that all the rooms were ensure for that extra bit of privacy. Checking in and out was easy. Had all the facilities you could possibly need. Great location.
Scored 9.5
9.5
Rated exceptional
Exceptional
39 reviews
Price from
$453
1 night, 2 adults
Cabin cottage, hotel in Portland

Cabin cottage is located in Castletown, just a 2-minute walk from Portland Beach and 4.7 miles from Weymouth Harbour.

Scored 9.7
9.7
Rated exceptional
Exceptional
24 reviews
Price from
$171
1 night, 2 adults
House with free parking and large garden, hotel in Portland

Providing a garden, House with free parking and large garden offers accommodations in Wyke Regis. This property offers access to a terrace and free private parking.

Scored 9.5
9.5
Rated exceptional
Exceptional
13 reviews
Price from
$223
1 night, 2 adults
The Newstead - 3 Bedroom Holiday Home, hotel in Portland

The Newstead - 3 Bedroom Holiday Home is located in Weymouth, just 1.1 miles from Weymouth Beach and 1.3 miles from Weymouth Harbour.

Scored 9.6
9.6
Rated exceptional
Exceptional
9 reviews
Price from
$334
1 night, 2 adults
Blue Ensign Cottage, hotel in Portland

Housed in a historic building, Blue Ensign Cottage provides accommodations with a garden and free Wifi in Weymouth, a 6-minute walk from Weymouth Beach.

The location was great. Short walk to the beach, shops, and restaurants. Everything was very close by. The kitchen was well stocked and we loved the coffee each morning. Plenty of cleaning supplies which we appreciated. The hosts were responsive to messages. Pet friendly which meant we could bring our pup with us. The house is perfect for a family with older children or couples. Easy check in and check out. The bathrooms were clean.
Scored 9.2
9.2
Rated wonderful
Wonderful
34 reviews
Price from
$280
1 night, 2 adults
Jurassic View 3 Bed House with Hot Tub, hotel in Portland

Jurassic View 3 Bed House with Hot Tub is a recently renovated vacation home in Castletown where guests can make the most of the garden and tennis court.

After some confusion about the booking at first, it was sorted out quickly with a discussion that satisfied both sides. From then on our host couldn't have been more welcoming. We appreciated his trust and kindness and have no hesitation in recommending this lovely house for a great place to stay.
Scored 7.5
7.5
Rated good
Good
101 reviews
Price from
$528
1 night, 2 adults
Admiralty House, hotel in Portland

Admiralty House is located in Weymouth, just half a mile from Weymouth Train Station. Free WiFi access is available in this holiday home and the property offers free parking.

Near the beach just like 2-3 min walk. the host was so nice that she allowed us to check in early and check out late around 1400. She replies swiftly. Good size bedrooms with ensuites.
Scored 7.4
7.4
Rated good
Good
8 reviews
Price from
$1,140
1 night, 2 adults
Yalbury Cottage, hotel in Portland

Dating back around 350 years, Yalbury Cottage is in the village of Lower Bockhampton, 2 miles from the historic town of Dorchester. It offers a restaurant and free Wi-Fi.

A warm welcome, spacious room, beautiful gardens, and if that wasn't enough the food was absolutely fabulous.
Scored 9.3
9.3
Rated wonderful
Wonderful
559 reviews
Price from
$141
1 night, 2 adults
All cottages in Portland
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Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.
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Most booked cottages in Portland this month

Enjoy breakfast in Portland!

  • Our Place In Portland Holiday Home with Sea View
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 7 reviews

    Housed in a historic building, the recently renovated Our Place In Portland Holiday Home with Sea View offers accommodations with a garden and free Wifi.

  • The Blue Cottage
    Breakfast options
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 7 reviews

    The Blue Cottage offers accommodations in Portland, a 5-minute walk from Portland Beach and 20 miles from Monkey World.

    Homely feel and had everything we needed for our holiday

  • SeaSky
    Breakfast options
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 15 reviews

    SeaSky offers accommodations in Portland, a 6-minute walk from Portland Beach and 20 miles from Monkey World.

    The sauna is a real treat and we enjoyed it. Every room has a theme.

  • Duke’s Cottage
    Breakfast options
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 23 reviews

    Duke’s Cottage is located in Portland, just 1.4 miles from Portland Beach and 22 miles from Monkey World. Featuring sea and garden views, this vacation home also includes free Wifi.

    Location, comfort,cleanliness,responsive to any need

  • The View
    Breakfast options
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 7 reviews

    The View is located in Portland, just a few steps from Portland Beach and 1.6 miles from Chesil Beach. Complimentary Wifi is provided throughout the property and private parking is available on site.

  • Pebble Reef
    Breakfast options
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 11 reviews

    22 miles from Monkey World in Portland, Pebble Reef features accommodations with access to a hot tub. With inner courtyard views, this accommodation provides a patio.

    Great hot tub. The cottage had everything we needed.

  • Sunset Lodge
    Breakfast options
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 10 reviews

    Sunset Lodge is located in Portland, just 20 miles from Monkey World and 24 miles from Golden Cap. The 4-star vacation home is 1.5 miles from Chesil Beach.

    n/a no breakfast. location fantastic overlooking chesil beach close to pubs and garage for parking very handy

  • Osprey House Portland
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 6 reviews

    Just a 2-minute walk from Portland Beach and 700 yards from Portland Castle, Osprey House Portland features accommodations in Portland with a garden.

    WOW what an amazing property, extremely well equipped and spacious, and the location was perfect for our stay .

These cottages in Portland have options with FREE cancellation

  • Cornerstone
    Free cancellation options available
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 14 reviews

    Cornerstone is located in Portland, just a 7-minute walk from Portland Beach and 20 miles from Monkey World. This property offers access to a terrace and free private parking.

    Lovely well looked after property, modern decor Great size bedrooms

  • Bright & beautiful 4 bedroom house with sea views
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 6 reviews

    Bright & beautiful 4 bedroom house with sea views offers accommodations in Portland, 5 miles from Weymouth Harbour and 20 miles from Monkey World.

  • The Shambles
    Free cancellation options available
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 11 reviews

    The Shambles is located in Portland, just 20 miles from Monkey World and 25 miles from Golden Cap.

    Lovely house, quite fresh and clean looking with a very homely vibe

  • 5 Coastguard Cottage
    Free cancellation options available
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 6 reviews

    Just a 4-minute walk from Portland Beach and 0.6 miles from Portland Castle, 5 Coastguard Cottage features accommodations in Portland with a garden.

    The gorgeous views made this place an absolute gem! Nothing better to wake up with views of the sea!

  • The Old Rope House
    Free cancellation options available
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 19 reviews

    The Old Rope House is a recently renovated vacation home in Portland, near Portland Beach.

    Location, large enough for family with teens Lovely home

  • Olympic Village Vela - Portland
    Free cancellation options available
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 39 reviews

    Just a 2-minute walk from Portland Beach and 700 yards from Portland Castle, Olympic Village Vela - Portland features accommodations in Portland with barbecue facilities.

    Beautifully clean . Fab house. Really great location

  • Sea View Cottage
    Free cancellation options available
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 33 reviews

    With water sports facilities and a garden, Sea View Cottage is a historic vacation home that features accommodations with free Wifi.

    the location. ideal for beach and local pubs and shops

  • Fishermans Cottage
    Free cancellation options available
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 41 reviews

    27 miles from Golden Cap in Portland, Fishermans Cottage provides accommodations with access to a hot tub. Guests can benefit from a patio and a picnic area.

    Clean and comfortable...all you needed for a stay away....

Traveling by car? These cottages in Portland offer free parking!

  • Sea View Cottage in Dorset, Portland
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 74 reviews

    Offering a garden and a terrace, Sea View Cottage in Dorset, Portland in Portland is close to Portland Beach and Portland Castle.

    Beautifully decorated, very clean and well equipped.

  • Nordor - lots of parking
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 7 reviews

    Nordor - lots of parking is a holiday home with a garden, set in Portland, 1312 feet from Portland Museum. The property features views of the garden and is 1640 feet from Rufus Castle.

  • Chesil View House
    Scored 8.2
    8.2
    Rated very good
    Very Good
     · 20 reviews

    Located in Fortuneswell, Chesil View House offers self-catering accommodations with free WiFi access.

    Nice clean and tidy. Nice decor. Homely feel. Great view from the top room. Very cosy.

  • Crows Nest
    Free parking

    Crows Nest is located in Portland, just 5 miles from Weymouth Harbour and 20 miles from Monkey World.

  • Home From Home

    Home From Home is located in Portland, just 5 miles from Weymouth Harbour and 20 miles from Monkey World.

  • Mermaid Cottage

    Just a few steps from Portland Museum and a 4-minute walk from Rufus Castle, Mermaid Cottage features accommodations in Portland with a garden.

  • Fisherman's Cottage, King Street
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Fisherman's Cottage, King Street is located in Portland, just 4.9 miles from Weymouth Harbour and 20 miles from Monkey World.

  • 2 bed caravan in Portland Dorset sleeps 4
    Scored 5.5
    5.5
    Rated fair
    Average
     · 2 reviews

    2 bed caravan in Portland Dorset sleeps 4 offers accommodations in Portland, 7 miles from Weymouth Harbour and 22 miles from Monkey World.

FAQ about cottages in Portland

Cottages That Guests Love in Portland

  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 41 reviews
    The hot tub the en suite the layout of the cottage, the views the peace and quiet
    J
    Jason
    Family with young children
  • Scored 8.5
    8.5
    Rated very good
    Very Good
     · 4 reviews
    Fantastic location and such a lovely cottage exactly what we needed for a long bank holiday weekend 😁 Welcome pack on arrival and great communication from the hosts will deffo be coming back to stay here in the future
    Nick
    Travelers with friends
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 41 reviews
    Lovely cottage in a good location.
    Judith
    Young couple
  • Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 11 reviews
    Everything cottage was beautiful,clean cosy,great location, and was decorated for Christmas with beautiful tree ,the hot tub was great the beds so comfortable really lovely time away 😊
    Jill
    Travelers with friends
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 41 reviews
    Location, warm cottage and cosy. Well equipped.
    B
    Bronwen
    Family with young children
  • Avg. price/night: $199.10
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 74 reviews
    It was a lovely cottage with beautiful interior. Also it was quite close to the beach, only 7min walk. It had all modern amenities, perfect stay for a family. They arranged a lovely cot for our baby.
    Pooja Satish
    Family with young children
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 41 reviews
    Lovely cottage, in an excellent location for exploring the area. The weather wasn’t really on our side, but we got in a fair bit of sightseeing and the local walks along the south west coastal path were beautiful. The hot tub was great for soaking tired legs in at the end of the day! Wonderful views from the front bedroom windows. Simple instructions for access and excellent communication from the hosts. The cottage had everything we needed, our whole family thoroughly enjoyed the stay.
    Rachel
    Family with young children
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 41 reviews
    We loved the whole place. The location is stunning. The views are amazing. If you enjoy walking you have the SW Coast Path on your doorstep. If you want to leave the car at the property and don't fancy a walk, the Portland Coaster stops nearby to take you into Weymouth. The cottage has absolutely all you need to feel at home and a hot tub waiting at the end of the day was really appreciated! Cannot recommend highly enough.
    Stacey
    Young couple
  • Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 41 reviews
    location, hot tub and cosyiness of the cottage.
    Angela
    Family with young children

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