Castle In Hawaii - Vacation Rentals in Olde Town

Elegant 4400sf Villa w/Lk. & Mt. view | Sammamish From US $868
         

Home Sweet Home From US $891
         

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Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Olde Town

Over 84+ Luxury Places to Stay in or Near Olde Town
Cascadia Family Mansion, Hot Tub, Game Room, Gym! From US $3,215
         

The Gateway Gathering From US $926
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
House in the Woods [whole house] From US $844
         

9.6 (56 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
The Gateway House - Charming Family Retreat with Spacious Yard From US $677
         

6.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Pate House From US $589
         

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House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
MidCentury Luxury Issaquah Home, 6 Beds, Sleeps 10 From US $525
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
2 Mi to Lake Sammamish State Park! Modern Duplex From US $505
         

Top-Rated Vacation Rentals with a Pool in Olde Town

Over 13+ Top-Rated Vacation Rentals with a Pool in or Near Olde Town
Homewood Suites by Hilton Seattle-Issaquah From US $175
         

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9.4 (865 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites by Marriott Seattle Issaquah From US $153
         

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9.2 (1014 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites by Marriott Seattle Issaquah From US $280
         

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8.9 (297 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Homewood Suites by Hilton Seattle-Issaquah From US $373
         

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8.9 (110 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilton Garden Inn Seattle Issaquah From US $155
         

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8.8 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fairfield Inn by Marriott Issaquah From US $158
         

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8.4 (1007 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Seattle/Issaquah From US $168
         

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8.4 (203 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Motel 6 Issaquah, WA - Seattle - East From US $79
         

Pet-Friendly Vacation Rentals in Olde Town

Over 32+ Pet-Friendly Vacation Rentals in or Near Olde Town
Family Comfy Kid Family Pet-Friendly Home Near Everything From US $168
         

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9.8 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunny culdesac home: pet friendly fenced ac garage fireplace From US $310
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Olde Town

Over 5+ Large Vacation Homes & Villas in or Near Olde Town
Issaquah's spacious pet-friendly home near I90 From US $343
         

9.6 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
POWER ON - City Oasis From US $212
         

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8.9 (19 Reviews)
Apartment
  • Parking
  • View
  • Balcony/Terrace
A country estate, just minutes away from Seattle! From US $1,500
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Wheelchair Accessible Vacation Homes in Olde Town

Over 1+ Wheelchair Accessible Vacation Homes in or Near Olde Town
Fairfield by Marriott Issaquah From US $176
         

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8.5 (146 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Olde Town Vacation Rentals and Airbnb Places to Stay Under $200

Over 12+ Olde Town Vacation Rentals and Airbnb Places to Stay Under $200
Historic Issaquah, Amazing Seattle! From US $153
         

10.0 (2 Reviews)
House
  • Parking
  • Designated Smoking Area
  • TV
The Garden Home From US $193
         

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New
Apartment
  • Air Conditioner
  • Parking
  • View
Charming creekside 1-bedroom bungalow in Issaquah From US $96
         

New
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities

Instantly Bookable Vacation Homes in Olde Town

Over 27+ Instantly Bookable Vacation Homes in or Near Olde Town
Craftsman Duplex in Old Town Issaquah - Free Wi-Fi From US $215
         

Secluded Tree House Chalet From US $359
         

10.0 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Charming 2-bedroom at Issaquah Front St From US $418
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Olde Town Vacation Rentals

With more than 3 Olde Town vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Castleinhawaii 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 Olde Town.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii Olde Town, 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 Olde Town. Places to stay near Olde Town are 2566.67 ft² on average, with prices averaging US $734 a night.

Castleinhawaii makes it easy and safe to find and compare vacation rentals in Olde Town 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 Olde Town

Type Count
Villas 3

Use these Quick Filters to Find a Vacation Rental in Olde Town

Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii 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 Olde Town.

Weather in Olde Town

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Olde Town Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Olde Town?

Currently, the total number of properties listed in 2026 is over 3 in the Olde Town area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Olde Town.