Cottage Romance - Vacation Rentals in Shaftesbury

Bakers Cottage From US $271
         

10.0 (3 Reviews)
House
  • Pet Friendly
  • Security/Safety
  • Sports/Activities
The Studio From US $539
         

|
10.0 (3 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • TV
3 bedroom accommodation in Sedgehill, near Shaftesbury From US $265
         

9.4 (9 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
2 bedroom accommodation in East Orchard, near Shaftesbury From US $141
         

8.0 (1 Review)
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
2 bedroom accommodation in Shaftesbury From US $135
         

New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Beautiful eco lodge with stunning rural views From US $182
         

10.0 (10 Reviews)
Cabin
  • Parking
  • Pool
  • Balcony/Terrace

Luxury Places to Stay in Shaftesbury

Over 122+ Luxury Places to Stay in or Near Shaftesbury
4 Bed in Shaftesbury oc-76544 From US $1,035
         

|
10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • View
Royal Oak House From US $949
         

|
10.0 (3 Reviews)
House
  • Parking
  • Pool
  • View
Hillside Cottage From US $887
         

|
New
House
  • Parking
  • Pet Friendly
  • View
The Cider Press, Motcombe, Shaftesbury, Motcombe From US $687
         

The Apple Shed, Motcombe From US $648
         

New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Shaftesbury

Over 4+ Top-Rated Vacation Rentals with a Pool in or Near Shaftesbury
Best Western The Royal Chase Hotel From US $124
         

|
7.2 (591 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in Shaftesbury

Over 54+ Pet-Friendly Vacation Rentals in or Near Shaftesbury
3 bedroom accommodation in East Orchard, near Shaftesbury From US $153
         

10.0 (2 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Security/Safety
The Barn From US $335
         

|
10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Child Friendly
Grist Mill Cottage From US $253
         

|
10.0 (1 Review)
Cottage
  • Parking
  • Pet Friendly
  • TV
Tarrant Cottage -14557 From US $145
         

9.4 (6 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace

Large Vacation Homes & Villas in Shaftesbury

Over 8+ Large Vacation Homes & Villas in or Near Shaftesbury
La Fleur De Lys From US $148
         

|
9.0 (189 Reviews)
House
  • Parking
  • View
  • Wheelchair Accessible
The Coppleridge Inn From US $192
         

8.6 (380 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Security/Safety
Snobs and Rebels Apartments From US $156
         

|
8.2 (203 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Black Pig Retreats Luxury Glamping From US $168
         

9.5 (4 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pet Friendly
Edwards Farm Glamping Shaftesbury From US $32
         

New
Other
  • Parking
  • Pet Friendly
  • Designated Smoking Area
The little Hotel-luxury home From US $431
         

9.6 (8 Reviews)
House
  • Parking
  • View
  • Ocean View

Wheelchair Accessible Vacation Homes in Shaftesbury

Over 5+ Wheelchair Accessible Vacation Homes in or Near Shaftesbury
PRETTY COTTAGE IN THE HEART OF SHAFTESBURY WITH PARKING From US $124
         

5.0 (38 Reviews)
House
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace
Tarrant Cottage -14557 From US $148
         

|
8.8 (5 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Marlott -17134 From US $117
         

|
8.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • View
Stable Cottage, Whitebridge Farm From US $73
         

|
7.9 (61 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • View

Shaftesbury Vacation Rentals and Airbnb Places to Stay Under $200

Over 53+ Shaftesbury Vacation Rentals and Airbnb Places to Stay Under $200
Townhouse From US $145
         

10.0 (3 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Holbrook B&B From US $122
         

|
9.0 (62 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • Security/Safety
Cosy central Shaftesbury 2 bed cottage with Parking From US $198
         

9.8 (8 Reviews)
Cottage
  • Balcony/Terrace
  • Security/Safety
  • Bedding/Linens
Cosy Cabin at The Coppleridge 1 From US $187
         

New
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
3 bedroom accommodation in Shaftesbury From US $145
         

New
Cottage
  • Parking
  • Balcony/Terrace
  • Security/Safety

Instantly Bookable Vacation Homes in Shaftesbury

Over 30+ Instantly Bookable Vacation Homes in or Near Shaftesbury
High-End Boutique stay in Dorset From US $535
         

New
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Cosy Cabin at The Coppleridge 2 From US $312
         

New
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
Newly converted, hilltop Chapel From US $299
         

About Shaftesbury Vacation Rentals

With more than 63 Shaftesbury vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cottageromance and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Shaftesbury.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cottageromance Shaftesbury, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Shaftesbury. Places to stay near Shaftesbury are 471.13 ft² on average, with prices averaging $238 a night.

Cottageromance makes it easy and safe to find and compare vacation rentals in Shaftesbury with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Shaftesbury

Type Count
Cottages 44
Vacation Homes 12
Cabin Rentals 5
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Shaftesbury

Pro Tip: Cottageromance makes it easy to compare the best listings on Cottageromance homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cottageromance homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Shaftesbury.

Weather in Shaftesbury

View the weather forecast for Shaftesbury before booking your Shaftesbury Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F

Shaftesbury Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Shaftesbury?
How many vacation rentals are available in Shaftesbury?

Currently, the total number of properties listed in 2026 is over 63 in the Shaftesbury area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Shaftesbury.