Holiday Lets in Oswestry

Compare 28 holiday lets in Oswestry. Top-rated homes with free parking, WiFi, and family-friendly amenities. Near Old Oswestry Hill Fort. Book now for exclusive deals!

Check-in
Sat, 14 Nov
Check-out
Sun, 15 Nov
Rooms and Guests2 Guests, 1 room
Check-in
Sat, 14 Nov
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Check-out
Sun, 15 Nov
Rooms and Guests2 Guests, 1 room
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Check-in
Sat, 14 Nov
-
Check-out
Sun, 15 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
View map
1-20 out of 29
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Sweeney Hall HotelHoliday home
8.4
Great
2 adults
1 bedroom
1 bed
Map
2.7 km from City Centre
Sun TerraceOutdoor FireplaceKitchen
  • Historic building holiday home
  • Outdoor fireplace in garden
  • Kitchen in select units
From£ 94 /nightSelect
8.6
Great
Map
4.2 km from City Centre
Private ParkingHiking TrailsPet Friendly
  • Lakeside eco-friendly pod
  • On-site hiking trails
  • Pets welcome on site
From£ 54 /nightSelect
8.4
Great
Map
5.8 km from City Centre
Hot TubPrivate ParkingOutdoor Terrace
  • Private hot tub in lodge
  • Hiking trails directly accessible
  • Free private off-street parking
From£ 72 /nightSelect
8.8
Great
Map
5.4 km from City Centre
Free ParkingKitchenFireplace
  • Countryside garden views
  • Cozy indoor fireplace
  • Self-catering kitchen
From£ 138 /nightSelect
9.0
Perfect
Map
5.9 km from City Centre
Hot TubTerraceKitchen
  • Exclusive wood-fired hot tub
  • Secluded lodge with terrace
  • Private on-site parking
From£ 142 /nightSelect
9.6
Perfect
Map
5.3 km from City Centre
Tennis CourtPrivate EntranceLake Access
  • On-site private tennis court
  • Private lake views
  • Has fully equipped kitchen
From£ 122 /nightSelect
9.0
Perfect
Map
5.3 km from City Centre
Tennis courtPrivate lakeHiking trails
  • On-site tennis court with equipment
  • Private lake access for guests
  • Inner courtyard views available
From£ 91 /nightSelect
Wilderness LodgeHoliday home
8.9
Great
Map
7.3 km from City Centre
Private TerraceBBQ FacilitiesGolf Course
  • Private balcony overlooking garden
  • On-site golf and tennis courts
  • Private entrance with BBQ patio
From£ 112 /nightSelect
8.9
Great
Map
700 m from City Centre200 m from Oswestry Castle
Private ParkingOutdoor DiningVillage Garden
  • Private townhouse with courtyard views
  • Free private parking included
  • Hiking and golf course access
From£ 115 /nightSelect
Maesbury RiversideHoliday home
9.3
Perfect
4 adults
2 bedrooms
2 beds
Map
3.7 km from City Centre2.0 km from Mile End Golf Club
GardenBarbecuePatio
  • Private holiday home with garden
  • Fully equipped kitchen with dishwasher
  • Free private on-site parking
From£ 132 /nightSelect
9.4
Perfect
Map
16.6 km from City Centre
Private SaunaOutdoor FireplaceMountain Terrace
  • Private sauna in holiday home
  • Mountain views from terrace
  • Outdoor fireplace for guests
Select
9.6
Perfect
Map
5.3 km from City Centre
Tennis courtLake viewsPicnic area
  • Private on-site tennis court
  • Lake views from property
  • Outdoor picnic and dining area
From£ 120 /nightSelect
Old Cart HouseHoliday home
8.7
Great
Map
29.5 km from City Centre
GardenWalk-in ShowerFree Parking
  • Self-catering rural holiday home
  • Golf, cycling, and fishing access
  • Private garden and walk-in shower
From£ 415 /nightSelect
Courtyard CottageHoliday home
9.9
Perfect
4 adults
2 bedrooms
2 beds
Map
2.4 km from City Centre2.3 km from Oswestry Castle
EV ChargingHistoric BuildingChildren's Playground
  • Electric vehicle charging station
  • Historic building with garden
  • Pet-friendly with playground
From£ 162 /nightSelect
The Tractor ShedHoliday home
10.0
Perfect
2 adults
1 bedroom
1 bed
Map
4.9 km from City Centre2.0 km from Mile End Golf Club
Private ParkingGolf CourseWalk-in Shower
  • 5-star holiday home with garden
  • Fully equipped kitchen and washer
  • Near Old Oswestry Hill Fort
From£ 130 /nightSelect
Yr Hen FelinHoliday home
7.1
Very good
Map
19.9 km from City Centre
Free ParkingGolf CourseFishing
  • Private parking for guests
  • On-site golfing activities
  • Self-catering kitchen with dishwasher
From£ 410 /nightSelect
The Old Cart HouseHoliday home
10.0
Perfect
4 adults
2 bedrooms
2 beds
Map
7.5 km from City Centre2.7 km from Sycharth Castle
Walk-in ShowerSpacious GardenFree Parking
  • 5-star holiday home with garden
  • On-site golf course and cycling
  • Close to Whittington and Chirk castles
From£ 450 /nightSelect
9.7
Perfect
2 adults
1 bedroom
1 bed
Map
10.1 km from City Centre2.9 km from Sycharth Castle
Hot TubFireplaceFull Kitchen
  • Five-star self-catering barn
  • Hot tub and cozy fireplace
  • On-site cycling available
From£ 172 /nightSelect
7.0
Very good
Map
6.0 km from City Centre2.1 km from West Felton
Hot TubFree ParkingBBQ Facilities
  • Private hot tub with garden views
  • On-site fishing and billiards
  • Self-contained lodge with kitchenette
From£ 131 /nightSelect
9.8
Perfect
Map
4.7 km from City Centre
Mountain ViewsHistoric FarmhouseOutdoor Fireplace
  • Historic 18th-century farm stay
  • Breathtaking mountain views
  • Outdoor fireplace and BBQ
From£ 556 /nightSelect
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Oswestry offers a range of self-catering holiday lets ideal for families and budget-conscious travelers. Properties like the historic Sweeney Hall Hotel and the modern Maesbury Riverside provide free parking, WiFi, and fully equipped kitchens. Many are located near landmarks such as Old Oswestry Hill Fort and Whittington Castle, with easy access to walking trails. Expect amenities like gardens, barbecues, and EV charging stations, with most options rated Very Good or higher by guests.

Top-rated choices include Mini Haven and Vicarage Court Detached Bungalow, both scoring 98+ for exceptional comfort. The Snug with Exclusive Wood Fired Hot Tub offers a unique lodge experience with mountain views, while Wilderness Lodge provides a quiet retreat with a sun terrace. For larger groups, the Entire Town House offers historic charm and free on-site parking. Whether you seek a lakeside eco-pod or a spacious bungalow, Oswestry's holiday lets cater to various preferences.