Villas Mykonos - Vacation Rentals in Assawoman

Chincoteague Island Cottage ~ 2 Mi to Beaches From US $170
         

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10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • View
Slack Tide by Seaside Vacations & Sales From US $297
         

9.8 (51 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Beach Pines by Seaside Vacations & Sales From US $263
         

9.4 (30 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

Luxury Places to Stay in Assawoman

Over 1267+ Luxury Places to Stay in or Near Assawoman
Chincoteague Bay RV Resort & Cottages From US $1,122
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stoney Point by Seaside Vacations & Sales From US $1,096
         

9.8 (14 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
June's Retreat - Waterfront; Boat dock! From US $1,092
         

New
House
  • Air Conditioner
  • Parking
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Assawoman

Over 292+ Top-Rated Vacation Rentals with a Pool in or Near Assawoman
Chincoteague Island Getaway From US $641
         

10.0 (112 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Sunset Views on the Chincoteague Bay From US $461
         

10.0 (67 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Camping at its best From US $136
         

10.0 (22 Reviews)
RV Rental
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Assawoman

Over 349+ Pet-Friendly Vacation Rentals in or Near Assawoman
Historic Home Close to Main Street From US $197
         

9.6 (55 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
2 Mi to Downtown Tranquil Abode in Chincoteague! From US $443
         

Blufin Bungalows & Marina From US $184
         

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9.6 (225 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
2BR Waterfront Cottage with the Most Spectacular View of lighthouse! From US $378
         

Ocean East 1 by Seaside Vacations & Sales From US $466
         

9.4 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Assawoman

Over 203+ Large Vacation Homes & Villas in or Near Assawoman
Beach House @ The Reef From US $172
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Marsh Madness by Seaside Vacations & Sales From US $546
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunset Villa From US $345
         

10.0 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
High Tide Hideaway by Seaside Vacations & Sales From US $292
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Shore to Please by Seaside Vacations & Sales From US $291
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Assawoman

Over 64+ Wheelchair Accessible Vacation Homes in or Near Assawoman
Key West Cottages From US $520
         

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9.6 (393 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Chincoteague Waterfront From US $159
         

9.8 (772 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sunset Bay 319 by Seaside Vacations & Sales From US $334
         

Sunset Bay 306 by Seaside Vacations & Sales From US $282
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Assawoman Vacation Rentals and Airbnb Places to Stay Under $200

Over 244+ Assawoman Vacation Rentals and Airbnb Places to Stay Under $200
Sandpiper Retreat Chincoteague Island APT-A From US $135
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Key West Cottages From US $141
         

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9.8 (499 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Blue Water - Single Family Home - In Town - LG. FENCEED IN YARD, NO LINENS From US $188
         

9.6 (20 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Island Time Cottage From US $144
         

10.0 (120 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Sunshine House - 3BR home close to everything, screen porch! No Linens From US $190
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Barbecue/Outdoor Cooking

Instantly Bookable Vacation Homes in Assawoman

Over 773+ Instantly Bookable Vacation Homes in or Near Assawoman
Calypso by Seaside Vacations & Sales From US $261
         

9.2 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The C-Ray Cottage by Seaside Vacations & Sales From US $321
         

9.6 (22 Reviews)
House
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
Katydid - Water Front -3BR + loft home/Waterview LINENS & TOWELS PROVIDED From US $279
         

9.4 (38 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

About Assawoman Vacation Rentals

With more than 1276 Assawoman vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Villas Mykonos 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 Assawoman.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Villas Mykonos Assawoman, 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 Assawoman. Places to stay near Assawoman are 536.97 ft² on average, with prices averaging US $319 a night.

Villas Mykonos makes it easy and safe to find and compare vacation rentals in Assawoman 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 Assawoman

Type Count
Vacation Homes 1021
Cottages 58
Holiday Apartments 52
Hotels 39
Villas 14
Cabin Rentals 5
B&B 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Assawoman

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

Weather in Assawoman

View the weather forecast for Assawoman before booking your Assawoman 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

Assawoman Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 1276 in the Assawoman area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Assawoman.