We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Assawoman Holiday Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Price per night
£0
£1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
50 rentals in Assawoman.
Sort by:
Tripadvisor Sort
Tentrr Signature Site - The Stand, holiday rental in Assawoman

Tentrr Signature Site - The Stand

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Tentrr Signature Site - Sweet Gum, holiday rental in Assawoman

Tentrr Signature Site - Sweet Gum

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Tentrr Signature Site - Birches, holiday rental in Assawoman

Tentrr Signature Site - Birches

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Tentrr Signature Site - Creek Side, holiday rental in Assawoman

Tentrr Signature Site - Creek Side

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Island Breeze  Cottage w/ screened porch. Water view! Quiet location!, holiday rental in Assawoman

Island Breeze Cottage w/ screened porch. Water view! Quiet location!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
4 Bedrooms, flexible check in/out days, holiday rental in Assawoman

4 Bedrooms, flexible check in/out days

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Perfect Chincoteague Home for your small family getaway, holiday rental in Assawoman

Perfect Chincoteague Home for your small family getaway

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Blue Heron - A Breathtaking Eastern Shore Vacation Experience!, holiday rental in Assawoman

Blue Heron - A Breathtaking Eastern Shore Vacation Experience!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Spacious, historic Chincoteague Is. vacation house, holiday rental in Assawoman

Spacious, historic Chincoteague Is. vacation house

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Newly renovated, pet friendly, fun and private home, holiday rental in Assawoman

Newly renovated, pet friendly, fun and private home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Assawoman rentals sent straight to your email!
Spend time enjoying the land and Sea!, holiday rental in Assawoman

Spend time enjoying the land and Sea!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
YOUR RELAXING ISLAND SANCTUARY AWAITS!, holiday rental in Assawoman

YOUR RELAXING ISLAND SANCTUARY AWAITS!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Marsh Point, holiday rental in Assawoman

Marsh Point

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Island Estate, holiday rental in Assawoman

Island Estate

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Secluded Home with ultimate privacy close to Chincoteague Island and NASA, holiday rental in Assawoman

Secluded Home with ultimate privacy close to Chincoteague Island and NASA

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Daisey Cottage, holiday rental in Assawoman

Daisey Cottage

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
RELAXING AND INVITING!, holiday rental in Assawoman

RELAXING AND INVITING!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Misty's Thicket, holiday rental in Assawoman

Misty's Thicket

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Almost Heaven, holiday rental in Assawoman

Almost Heaven

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
We invite you to let this be Your Soft Place to Land for your next vacation., holiday rental in Assawoman

We invite you to let this be Your Soft Place to Land for your next vacation.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Return, holiday rental in Assawoman

Return

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out
Blue Point, holiday rental in Assawoman

Blue Point

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Sunset Dreams, holiday rental in Assawoman

Sunset Dreams

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Mermaid Crossing, holiday rental in Assawoman

Mermaid Crossing

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Blue Chair Bay - Water Front - Townhouse, holiday rental in Assawoman

Blue Chair Bay - Water Front - Townhouse

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Wildflower, holiday rental in Assawoman

Wildflower

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
La Vie, holiday rental in Assawoman

La Vie

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Relax and enjoy Chincoateague Island, holiday rental in Assawoman

Relax and enjoy Chincoateague Island

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Chincoteague Townhome w/ Pony Views from Deck!, holiday rental in Assawoman

Chincoteague Townhome w/ Pony Views from Deck!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Island Escape - Townhouse - Close to Town, holiday rental in Assawoman

Island Escape - Townhouse - Close to Town

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Tranquil Pool - Single Family Home - Close to Town, holiday rental in Assawoman

Tranquil Pool - Single Family Home - Close to Town

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Miss Agnes - Water Front - Pet Friendly, holiday rental in Assawoman

Miss Agnes - Water Front - Pet Friendly

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Pony Swim - Water Front - Water Access - Duplex, holiday rental in Assawoman

Pony Swim - Water Front - Water Access - Duplex

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Summer Memories - Duplex - Close to Town, holiday rental in Assawoman

Summer Memories - Duplex - Close to Town

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Sand Penny - Water View Townhouse, holiday rental in Assawoman

Sand Penny - Water View Townhouse

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Saltwater Cowboy - Single Family Home - Close to Town, holiday rental in Assawoman

Saltwater Cowboy - Single Family Home - Close to Town

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Island Retreat - Townhouse - Close to Town, holiday rental in Assawoman

Island Retreat - Townhouse - Close to Town

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Sea Gull Landing - Close to town - Duplex, holiday rental in Assawoman

Sea Gull Landing - Close to town - Duplex

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Seas The Day - Water Front - Water Access - Single Family Home, holiday rental in Assawoman

Seas The Day - Water Front - Water Access - Single Family Home

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
West Haven - Water Front - Single Family Home, holiday rental in Assawoman

West Haven - Water Front - Single Family Home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
A Shore Joy, holiday rental in Assawoman

A Shore Joy

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Willaway, holiday rental in Assawoman

Willaway

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Sun Singer - Water View/Access- Pet Friendly - Townhouse, holiday rental in Assawoman

Sun Singer - Water View/Access- Pet Friendly - Townhouse

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Pony Pen, holiday rental in Assawoman

Pony Pen

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
We invite you to stay and leave feeling 'as fresh as a daisy', holiday rental in Assawoman

We invite you to stay and leave feeling 'as fresh as a daisy'

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Glamp in style at Pony Pines Farm, holiday rental in Assawoman

Glamp in style at Pony Pines Farm

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Logan's Sunset, holiday rental in Assawoman

Logan's Sunset

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Almost Bayside, holiday rental in Assawoman

Almost Bayside

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Moon Rising, holiday rental in Assawoman

Moon Rising

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Herbie's Hideaway, holiday rental in Assawoman

Herbie's Hideaway

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
PreviousNext
1
Frequently Asked Questions about Assawoman