Cliffhanger 18 Castle Road 
Best Price Match
9.8 (43 Reviews) Holiday_home
The entire place is yours • 227 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 2.7km from Osborne
Best Price Match 83+ Vacation Rentals Near Osborne
NearbyHoliday - Vacation Rentals in Osborne
No43: Versatile 4BR coastal home with summer house Best Price Match
9.4 (72 Reviews) Holiday_home
The entire place is yours • 100 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 2.1km from Osborne
Best Price Match 
Stunning- The Nautilus Bungalow Cowes IOW Best Price Match
9.6 (65 Reviews) Apartment
The entire place is yours • Free WiFi • View
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match 
3 Anzac Cottage Best Price Match
9.3 (48 Reviews) Holiday_home
The entire place is yours • 102 m² size • Pet friendly
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match 
Eden Cottage - 9 Guests, Sea Views, Central Cowes, Ferry Deal Best Price Match
9.4 (29 Reviews) Holiday_home
The entire place is yours • 200 m² size • Pet friendly
Cowes Cowes Yacht Haven • 2.5km from Osborne
Best Price Match 
Marina Bridge House Central Cowes Best Price Match
8.7 (36 Reviews) Holiday_home
The entire place is yours • 93 m² size • Pet friendly
Cowes Cowes Yacht Haven • 2.1km from Osborne
Best Price Match 
Aisla Cottage • East Cowes • Isle of Wight Best Price Match
9.2 (46 Reviews) Apartment
The entire place is yours • 53 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 1.7km from Osborne
Best Price Match 
No 28 cosy cottage in the heart of Cowes Best Price Match
9.6 (39 Reviews) Holiday_home
The entire place is yours • 37 m² size • Free WiFi
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match Luxury Places to Stay in Osborne
Over 38+ Luxury Places to Stay in or Near Osborne
Albert Cottage Hotel Best Price Match
8.6 (357 Reviews) Country_house
Breakfast • Free on-site parking • Restaurant
East Cowes Osborne • 693m from Osborne
Best Price Match 
Endeavour House Best Price Match
9.6 (106 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Free WiFi
Cowes Cowes Yacht Haven • 2.3km from Osborne
Best Price Match 
Ward Avenue B&B Best Price Match
9.2 (381 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Pet friendly
Cowes Cowes Yacht Haven • 2.9km from Osborne
Best Price Match 
The Caledon Guest House Best Price Match
9.6 (135 Reviews) Guest_house
Breakfast • Free on-site parking • Free WiFi
Cowes Cowes Yacht Haven • 2.3km from Osborne
Best Price Match 
Mill Hill Guest House Best Price Match
8.9 (32 Reviews) Holiday_home
The entire place is yours • 200 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 2.1km from Osborne
Best Price Match Cliffhanger 18 Castle Road Best Price Match
9.8 (43 Reviews) Holiday_home
The entire place is yours • 227 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 2.7km from Osborne
Best Price Match 3 Anzac Cottage Best Price Match
9.3 (48 Reviews) Holiday_home
The entire place is yours • 102 m² size • Pet friendly
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match Eden Cottage - 9 Guests, Sea Views, Central Cowes, Ferry Deal Best Price Match
9.4 (29 Reviews) Holiday_home
The entire place is yours • 200 m² size • Pet friendly
Cowes Cowes Yacht Haven • 2.5km from Osborne
Best Price Match Pet-Friendly Vacation Rentals in Osborne
Over 20+ Pet-Friendly Vacation Rentals in or Near Osborne
Cliffhanger 18 Castle Road Pets allowed Best Price Match
9.8 (43 Reviews) Holiday_home
The entire place is yours • 227 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 2.7km from Osborne
Best Price Match No43: Versatile 4BR coastal home with summer house Pets allowed Best Price Match
9.4 (72 Reviews) Holiday_home
The entire place is yours • 100 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 2.1km from Osborne
Best Price Match 3 Anzac Cottage Pets allowed Best Price Match
9.3 (48 Reviews) Holiday_home
The entire place is yours • 102 m² size • Pet friendly
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match 
Seafarer's View - 6 bedroom townhouse in Cowes, parking & seaviews. Pets allowed Best Price Match
9.9 (16 Reviews) Holiday_home
The entire place is yours • Free on-site parking • Hot tub
Cowes Cowes Yacht Haven • 2.6km from Osborne
Best Price Match 
Prince of Wales Pets allowed Best Price Match
8.5 (371 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Restaurant
East Cowes Osborne • 383m from Osborne
Best Price Match 
Royal London Yacht Club Pets allowed Best Price Match
8.3 (57 Reviews) Hotel
Pets allowed • Balcony • View
Cowes Cowes Yacht Haven • 2.7km from Osborne
Best Price Match Mill Hill Guest House Pets allowed Best Price Match
8.9 (32 Reviews) Holiday_home
The entire place is yours • 200 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 2.1km from Osborne
Best Price Match 
Woodyear House-4 Bath-Dog Friendly-Cowes-Sleeps 8 Pets allowed Best Price Match
9.3 (15 Reviews) Apartment
The entire place is yours • Pet friendly • Free WiFi
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match Vacation Rentals in Osborne
Over 70+ Vacation Rentals in or Near Osborne
Cliffhanger 18 Castle Road Best Price Match
9.8 (43 Reviews) Holiday_home
The entire place is yours • 227 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 2.7km from Osborne
Best Price Match No43: Versatile 4BR coastal home with summer house Best Price Match
9.4 (72 Reviews) Holiday_home
The entire place is yours • 100 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 2.1km from Osborne
Best Price Match Stunning- The Nautilus Bungalow Cowes IOW Best Price Match
9.6 (65 Reviews) Apartment
The entire place is yours • Free WiFi • View
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match 3 Anzac Cottage Best Price Match
9.3 (48 Reviews) Holiday_home
The entire place is yours • 102 m² size • Pet friendly
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match Eden Cottage - 9 Guests, Sea Views, Central Cowes, Ferry Deal Best Price Match
9.4 (29 Reviews) Holiday_home
The entire place is yours • 200 m² size • Pet friendly
Cowes Cowes Yacht Haven • 2.5km from Osborne
Best Price Match Marina Bridge House Central Cowes Best Price Match
8.7 (36 Reviews) Holiday_home
The entire place is yours • 93 m² size • Pet friendly
Cowes Cowes Yacht Haven • 2.1km from Osborne
Best Price Match Aisla Cottage • East Cowes • Isle of Wight Best Price Match
9.2 (46 Reviews) Apartment
The entire place is yours • 53 m² size • Free on-site parking
Cowes Cowes Yacht Haven • 1.7km from Osborne
Best Price Match No 28 cosy cottage in the heart of Cowes Best Price Match
9.6 (39 Reviews) Holiday_home
The entire place is yours • 37 m² size • Free WiFi
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match Cabin Places to Stay in Osborne
Over 1+ Cabin Places to Stay in or Near Osborne
Albert Cottage Hotel Best Price Match
8.6 (357 Reviews) Country_house
Breakfast • Free on-site parking • Restaurant
East Cowes Osborne • 693m from Osborne
Best Price Match Hotels in Osborne
Over 13+ Hotels in or Near Osborne
Onefifty Best Price Match
9.7 (301 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Shuttle service (free)
Cowes Cowes Yacht Haven • 2.7km from Osborne
Best Price Match 
Fountain Inn by Greene King Inns Best Price Match
8.1 (966 Reviews) Inn
Breakfast • Restaurant • Pet friendly
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match Ward Avenue B&B Best Price Match
9.2 (381 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Pet friendly
Cowes Cowes Yacht Haven • 2.9km from Osborne
Best Price Match 
Pinnacle Suites Hotel Best Price Match
8.8 (166 Reviews) Hotel
Breakfast • Hot tub • Balcony
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match Prince of Wales Best Price Match
8.5 (371 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Restaurant
East Cowes Osborne • 383m from Osborne
Best Price Match 
The Anchor Inn Best Price Match
8.1 (406 Reviews) Inn
Restaurant • Free WiFi • Private bathroom
Cowes Cowes Yacht Haven • 2.3km from Osborne
Best Price Match The Caledon Guest House Best Price Match
9.6 (135 Reviews) Guest_house
Breakfast • Free on-site parking • Free WiFi
Cowes Cowes Yacht Haven • 2.3km from Osborne
Best Price Match 
The Union Inn Best Price Match
8.7 (277 Reviews) Inn
Breakfast • Restaurant • Free WiFi
Cowes Cowes Yacht Haven • 2.6km from Osborne
Best Price Match Cheap Places to Stay in Osborne
Over 13+ Cheap Places to Stay in or Near Osborne
The Anchor Inn Best Price Match
8.1 (406 Reviews) Inn
Restaurant • Free WiFi • Private bathroom
Cowes Cowes Yacht Haven • 2.3km from Osborne
Best Price Match Fountain Inn by Greene King Inns Best Price Match
8.1 (966 Reviews) Inn
Breakfast • Restaurant • Pet friendly
Cowes Cowes Yacht Haven • 2.4km from Osborne
Best Price Match The Union Inn Best Price Match
8.7 (277 Reviews) Inn
Breakfast • Restaurant • Free WiFi
Cowes Cowes Yacht Haven • 2.6km from Osborne
Best Price Match Royal London Yacht Club Best Price Match
8.3 (57 Reviews) Hotel
Pets allowed • Balcony • View
Cowes Cowes Yacht Haven • 2.7km from Osborne
Best Price Match Onefifty Best Price Match
9.7 (301 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Shuttle service (free)
Cowes Cowes Yacht Haven • 2.7km from Osborne
Best Price Match The Caledon Guest House Best Price Match
9.6 (135 Reviews) Guest_house
Breakfast • Free on-site parking • Free WiFi
Cowes Cowes Yacht Haven • 2.3km from Osborne
Best Price Match Ward Avenue B&B Best Price Match
9.2 (381 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Pet friendly
Cowes Cowes Yacht Haven • 2.9km from Osborne
Best Price Match 
Beds at 46, Cowes Best Price Match
9.2 (6 Reviews) Hotel
Breakfast • 2 restaurants • Free WiFi
Cowes Cowes Yacht Haven • 2.5km from Osborne
Best Price Match About Osborne Vacation Rentals
Looking for places to stay near Osborne? Compare top options in East Cowes, Isle Of Wight, United Kingdom.
With more than 83 Osborne vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Osborne.
Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Osborne. Prices average US $254 a night.
NearbyHoliday makes it easy and safe to find and compare vacation rentals in Osborne, 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 Stay Categories in Osborne
Use These Quick Filters to Find a Vacation Rental in Osborne
Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Osborne.
Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Osborne. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.
Weather in Osborne
Average temperatures and rainfall by month range to help plan your stay in Osborne.
Mar - May
Avg High13°C / 56°F
Avg Low7°C / 45°F
Rainfall55 mm / 2.2 in
Jun - Aug
Avg High20°C / 69°F
Avg Low14°C / 57°F
Rainfall55 mm / 2.2 in
Sep - Nov
Avg High15°C / 59°F
Avg Low10°C / 51°F
Rainfall84 mm / 3.3 in
Dec - Feb
Avg High9°C / 48°F
Avg Low5°C / 40°F
Rainfall80 mm / 3.2 in