Vacation rentals in Upwey

149 available vacation rental offers

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Best vacation rentals and Airbnb offers in Upwey

Quiet location, short walk to beach, with views of Portland and Jurassic coast - Upwey
10 ★ 116 reviews

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

Holiday Home, Upwey

Quiet location, short walk to beach, with views of Portland and Jurassic coast is a holiday home in Upwey, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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

Quiet location, short walk to beach, with views of Portland and Jurassic coast is a holiday home in Upwey, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £871.

From£124/night
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OCEAN SWELL, family friendly, with a garden in Weymouth - Upwey
10 ★ 1 reviews

OCEAN SWELL, family friendly, with a garden in Weymouth

Cottage, Upwey

OCEAN SWELL, family friendly, with a garden in Weymouth is a cottage in Upwey, with easy beach access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About OCEAN SWELL, family friendly, with a garden in Weymouth

OCEAN SWELL, family friendly, with a garden in Weymouth is a cottage in Upwey, with easy beach access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: washer, washing machine, heating, and internet.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £542.

From£77/night
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THE LITTLE COTTAGE, romantic, character holiday cottage in Weymouth - Upwey
10 ★ 1 reviews

THE LITTLE COTTAGE, romantic, character holiday cottage in Weymouth

Cottage, Upwey

THE LITTLE COTTAGE, romantic, character holiday cottage in Weymouth is a cottage in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About THE LITTLE COTTAGE, romantic, character holiday cottage in Weymouth

THE LITTLE COTTAGE, romantic, character holiday cottage in Weymouth is a cottage in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, spa bath, parking, free parking, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £588.

From£84/night
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LYCHGATE COTTAGE, pet friendly, with a garden in Osmington - Upwey
9.6 ★ 4 reviews

LYCHGATE COTTAGE, pet friendly, with a garden in Osmington

Cottage, Upwey

LYCHGATE COTTAGE, pet friendly, with a garden in Osmington is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About LYCHGATE COTTAGE, pet friendly, with a garden in Osmington

LYCHGATE COTTAGE, pet friendly, with a garden in Osmington is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kitchen, with kitchen, and kids friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £763.

From£109/night
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Family-friendly vacation rentals in Upwey

Plan a trip with stays that give families more room to spread out.

PEDALLER'S COTTAGE, family friendly, with open fire in Weymouth - Upwey
10 ★ 2 reviews

PEDALLER'S COTTAGE, family friendly, with open fire in Weymouth

Cottage, Upwey

PEDALLER'S COTTAGE, family friendly, with open fire in Weymouth is a cottage in Upwey, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About PEDALLER'S COTTAGE, family friendly, with open fire in Weymouth

PEDALLER'S COTTAGE, family friendly, with open fire in Weymouth is a cottage in Upwey, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: fireplace, washer, washing machine, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £877.

From£125/night
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Shepherd Oak - Upwey
10 ★ 2 reviews

Shepherd Oak

Cottage, Upwey

Shepherd Oak is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Shepherd Oak

Shepherd Oak is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,327.

From£190/night
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The Little Cottage - Upwey

The Little Cottage

Holiday Home, Upwey

The Little Cottage is a holiday home in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About The Little Cottage

The Little Cottage is a holiday home in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, golf::course 3km, and golf course within 2 miles.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £637.

From£91/night
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The Little Cottage - Upwey

The Little Cottage

Cottage, Upwey

The Little Cottage is a cottage in Upwey, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Little Cottage

The Little Cottage is a cottage in Upwey, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £582.

From£83/night
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Pet-friendly vacation rentals in Upwey

Bring your pet along with stays that welcome four-legged travelers.

BARTON COTTAGE, pet friendly, character holiday cottage in Bridport - Upwey
10 ★ 2 reviews

BARTON COTTAGE, pet friendly, character holiday cottage in Bridport

Cottage, Upwey

BARTON COTTAGE, pet friendly, character holiday cottage in Bridport is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About BARTON COTTAGE, pet friendly, character holiday cottage in Bridport

BARTON COTTAGE, pet friendly, character holiday cottage in Bridport is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kitchen, with kitchen, and kids friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £615.

From£88/night
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Budmouth - Upwey
10 ★ 1 reviews

Budmouth

Cottage, Upwey

Budmouth is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Budmouth

Budmouth is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,344.

From£192/night
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BUDMOUTH, pet friendly, luxury holiday cottage in Upwey - Upwey
10 ★ 1 reviews

BUDMOUTH, pet friendly, luxury holiday cottage in Upwey

Cottage, Upwey

BUDMOUTH, pet friendly, luxury holiday cottage in Upwey is a cottage in Upwey, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About BUDMOUTH, pet friendly, luxury holiday cottage in Upwey

BUDMOUTH, pet friendly, luxury holiday cottage in Upwey is a cottage in Upwey, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, spa bath, pet friendly, pets welcome, and kids friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,358.

From£194/night
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Get Away From It All And Relax In This Characterful Period Thatched - Upwey
9.4 ★ 86 reviews

Get Away From It All And Relax In This Characterful Period Thatched

Cottage, Upwey

Get Away From It All And Relax In This Characterful Period Thatched is a cottage in Upwey, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a…

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About Get Away From It All And Relax In This Characterful Period Thatched

Get Away From It All And Relax In This Characterful Period Thatched is a cottage in Upwey, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,043.

From£149/night
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Vacation rentals with a pool in Upwey

Add a pool to the search when you want an easy place to cool off between outings.

AGUA DE PLATA, 16 WAKELING ISLAND, SILVERLAKE in Dorchester - Upwey
10 ★ 5 reviews

AGUA DE PLATA, 16 WAKELING ISLAND, SILVERLAKE in Dorchester

Cottage, Upwey

AGUA DE PLATA, 16 WAKELING ISLAND, SILVERLAKE in Dorchester is a cottage in Upwey, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About AGUA DE PLATA, 16 WAKELING ISLAND, SILVERLAKE in Dorchester

AGUA DE PLATA, 16 WAKELING ISLAND, SILVERLAKE in Dorchester is a cottage in Upwey, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £851.

From£122/night
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Agua de Plata, 16 Wakeling Island, Silverlake - Upwey
8 ★ 1 reviews

Agua de Plata, 16 Wakeling Island, Silverlake

Cottage, Upwey

Agua de Plata, 16 Wakeling Island, Silverlake is a cottage in Upwey, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Agua de Plata, 16 Wakeling Island, Silverlake

Agua de Plata, 16 Wakeling Island, Silverlake is a cottage in Upwey, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £843.

From£120/night
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Rockpools - Upwey

Rockpools

Cottage, Upwey

Rockpools is a cottage in Upwey, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Rockpools

Rockpools is a cottage in Upwey, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £539.

From£77/night
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ROCKPOOLS, pet friendly, with a garden in Weymouth - Upwey

ROCKPOOLS, pet friendly, with a garden in Weymouth

Cottage, Upwey

ROCKPOOLS, pet friendly, with a garden in Weymouth is a cottage in Upwey, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About ROCKPOOLS, pet friendly, with a garden in Weymouth

ROCKPOOLS, pet friendly, with a garden in Weymouth is a cottage in Upwey, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kitchen, with kitchen, and kids friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £544.

From£78/night
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Vacation rentals with parking in Upwey

Find vacation rentals that make arriving by car easier.

Pebble House - Sea views, parking, family friendly - Upwey
10 ★ 3 reviews

Pebble House - Sea views, parking, family friendly

Holiday Home, Upwey

Pebble House - Sea views, parking, family friendly is a holiday home in Upwey, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Pebble House - Sea views, parking, family friendly

Pebble House - Sea views, parking, family friendly is a holiday home in Upwey, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and child friendly videos or books.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,146.

From£164/night
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East Farm House B&B - Upwey
8.8 ★ 50 reviews

East Farm House B&B

Bed And Breakfast, Upwey

East Farm House B&B is a bed and breakfast in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About East Farm House B&B

East Farm House B&B is a bed and breakfast in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, parking, free parking, breakfast, and internet.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £840.

From£120/night
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The Oak at Dewlish - Upwey
9 ★ 125 reviews

The Oak at Dewlish

Bed And Breakfast, Upwey

The Oak at Dewlish is a bed and breakfast in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Oak at Dewlish

The Oak at Dewlish is a bed and breakfast in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, parking, free parking, and breakfast.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £735.

From£105/night
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The Oak at Dewlish - Upwey
9 ★ 105 reviews

The Oak at Dewlish

Bed And Breakfast, Upwey

The Oak at Dewlish is a bed and breakfast in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Oak at Dewlish

The Oak at Dewlish is a bed and breakfast in Upwey, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, kids friendly, and children's meals.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £728.

From£104/night
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Vacation rentals with a kitchen in Upwey

Compare stays with kitchen access for longer trips and easier meals.

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach - Upwey
10 ★ 53 reviews

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

Holiday Home, Upwey

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach is a holiday home in Upwey, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach is a holiday home in Upwey, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,260.

From£180/night
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BOWLEAZE VIEW, family friendly, country holiday cottage in Weymouth - Upwey
8 ★ 1 reviews

BOWLEAZE VIEW, family friendly, country holiday cottage in Weymouth

Cottage, Upwey

BOWLEAZE VIEW, family friendly, country holiday cottage in Weymouth is a cottage in Upwey, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About BOWLEAZE VIEW, family friendly, country holiday cottage in Weymouth

BOWLEAZE VIEW, family friendly, country holiday cottage in Weymouth is a cottage in Upwey, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £937.

From£134/night
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1 bedroom accommodation in Weymouth - Upwey

1 bedroom accommodation in Weymouth

Cottage, Upwey

1 bedroom accommodation in Weymouth is a cottage in Upwey, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 1 bedroom accommodation in Weymouth

1 bedroom accommodation in Weymouth is a cottage in Upwey, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £457.

From£65/night
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Mellstock - Upwey

Mellstock

Cottage, Upwey

Mellstock is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Mellstock

Mellstock is a cottage in Upwey, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £593.

From£85/night
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