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Holiday Rentals in Millsboro

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50 rentals in Millsboro.
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Lovely/peaceful setting; Clean/comfortable home; Pleasant Pool; Long/Short Stays, holiday rental in Millsboro
Lovely/peaceful setting; Clean/comfortable home; Pleasant Pool; Long/Short Stays, holiday rental in Millsboro
Lovely/peaceful setting; Clean/comfortable home; Pleasant Pool; Long/Short Stays, holiday rental in Millsboro

Lovely/peaceful setting; Clean/comfortable home; Pleasant Pool; Long/Short Stays

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pet friendly cottage near golf and beaches, holiday rental in Millsboro
Pet friendly cottage near golf and beaches, holiday rental in Millsboro
Pet friendly cottage near golf and beaches, holiday rental in Millsboro

Pet friendly cottage near golf and beaches

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Country Quiet 3 Bedroom 2 Bath Tranquil Space!, holiday rental in Millsboro
Country Quiet 3 Bedroom 2 Bath Tranquil Space!, holiday rental in Millsboro
Country Quiet 3 Bedroom 2 Bath Tranquil Space!, holiday rental in Millsboro

Country Quiet 3 Bedroom 2 Bath Tranquil Space!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Quiet apartment for extended stay traveling professionals, holiday rental in Millsboro
Quiet apartment for extended stay traveling professionals, holiday rental in Millsboro
Quiet apartment for extended stay traveling professionals, holiday rental in Millsboro

Quiet apartment for extended stay traveling professionals

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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WATERFRONT Completely Renovated Cozy Mid Century Rental Unit #3, holiday rental in Millsboro
WATERFRONT Completely Renovated Cozy Mid Century Rental Unit #3, holiday rental in Millsboro
WATERFRONT Completely Renovated Cozy Mid Century Rental Unit #3, holiday rental in Millsboro

WATERFRONT Completely Renovated Cozy Mid Century Rental Unit #3

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Cottage.Waterfront. Estate at Plantation Ridge, holiday rental in Millsboro
The Cottage.Waterfront. Estate at Plantation Ridge, holiday rental in Millsboro
The Cottage.Waterfront. Estate at Plantation Ridge, holiday rental in Millsboro

The Cottage.Waterfront. Estate at Plantation Ridge

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Lodge. Waterfront.Mid-Century Modern Estate.PR, holiday rental in Millsboro
The Lodge. Waterfront.Mid-Century Modern Estate.PR, holiday rental in Millsboro
The Lodge. Waterfront.Mid-Century Modern Estate.PR, holiday rental in Millsboro

The Lodge. Waterfront.Mid-Century Modern Estate.PR

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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WATERFRONT Completely Renovated Cozy Mid Century Rental Unit #2, holiday rental in Millsboro
WATERFRONT Completely Renovated Cozy Mid Century Rental Unit #2, holiday rental in Millsboro
WATERFRONT Completely Renovated Cozy Mid Century Rental Unit #2, holiday rental in Millsboro

WATERFRONT Completely Renovated Cozy Mid Century Rental Unit #2

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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Rustic 3 BR Retreat in Millsboro near Warwick Cove, holiday rental in Millsboro
Rustic 3 BR Retreat in Millsboro near Warwick Cove, holiday rental in Millsboro
Rustic 3 BR Retreat in Millsboro near Warwick Cove, holiday rental in Millsboro

Rustic 3 BR Retreat in Millsboro near Warwick Cove

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tiny FARM Cottage - POOL - 30 Min to BEACH, holiday rental in Millsboro
Tiny FARM Cottage - POOL - 30 Min to BEACH, holiday rental in Millsboro
Tiny FARM Cottage - POOL - 30 Min to BEACH, holiday rental in Millsboro

Tiny FARM Cottage - POOL - 30 Min to BEACH

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 3
Match: Sleeps
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Amenity filled rental with an amazing view within the five star Peninsula resort, holiday rental in Millsboro
Amenity filled rental with an amazing view within the five star Peninsula resort, holiday rental in Millsboro
Amenity filled rental with an amazing view within the five star Peninsula resort, holiday rental in Millsboro

Amenity filled rental with an amazing view within the five star Peninsula resort

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
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Welcome to the most well-appointed rental in The Peninsula five star resort!, holiday rental in Millsboro
Welcome to the most well-appointed rental in The Peninsula five star resort!, holiday rental in Millsboro
Welcome to the most well-appointed rental in The Peninsula five star resort!, holiday rental in Millsboro

Welcome to the most well-appointed rental in The Peninsula five star resort!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
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Beautiful Home on Third Fairway in Peninsula Community - CLEAN LINENS INCLUDED!, holiday rental in Millsboro
Beautiful Home on Third Fairway in Peninsula Community - CLEAN LINENS INCLUDED!, holiday rental in Millsboro
Beautiful Home on Third Fairway in Peninsula Community - CLEAN LINENS INCLUDED!, holiday rental in Millsboro

Beautiful Home on Third Fairway in Peninsula Community - CLEAN LINENS INCLUDED!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Cozy, bright and spacious new villa in The Peninsula- 5 star gated community, holiday rental in Millsboro
Cozy, bright and spacious new villa in The Peninsula- 5 star gated community, holiday rental in Millsboro
Cozy, bright and spacious new villa in The Peninsula- 5 star gated community, holiday rental in Millsboro

Cozy, bright and spacious new villa in The Peninsula- 5 star gated community

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful New Rental w/ a View and a Twist, holiday rental in Millsboro
Beautiful New Rental w/ a View and a Twist, holiday rental in Millsboro
Beautiful New Rental w/ a View and a Twist, holiday rental in Millsboro

Beautiful New Rental w/ a View and a Twist

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 5
Match: Sleeps
More info
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Beautiful 3 Bedroom Condo-Best Location!!  Family-Friendly & Fully Equipped, holiday rental in Millsboro
Beautiful 3 Bedroom Condo-Best Location!!  Family-Friendly & Fully Equipped, holiday rental in Millsboro
Beautiful 3 Bedroom Condo-Best Location!!  Family-Friendly & Fully Equipped, holiday rental in Millsboro

Beautiful 3 Bedroom Condo-Best Location!! Family-Friendly & Fully Equipped

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Beautiful Condo with Jack Nicklaus Golf Course Near Rehobeth and Lewes, holiday rental in Millsboro
Beautiful Condo with Jack Nicklaus Golf Course Near Rehobeth and Lewes, holiday rental in Millsboro
Beautiful Condo with Jack Nicklaus Golf Course Near Rehobeth and Lewes, holiday rental in Millsboro

Beautiful Condo with Jack Nicklaus Golf Course Near Rehobeth and Lewes

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Vacationing at Peninsula Resort, Indian River, DE, holiday rental in Millsboro
Vacationing at Peninsula Resort, Indian River, DE, holiday rental in Millsboro
Vacationing at Peninsula Resort, Indian River, DE, holiday rental in Millsboro

Vacationing at Peninsula Resort, Indian River, DE

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Peninsula  0n the Indian river Bay, near Lewes, Rehobeth, Dewey Beach., holiday rental in Millsboro
The Peninsula  0n the Indian river Bay, near Lewes, Rehobeth, Dewey Beach., holiday rental in Millsboro
The Peninsula  0n the Indian river Bay, near Lewes, Rehobeth, Dewey Beach., holiday rental in Millsboro

The Peninsula 0n the Indian river Bay, near Lewes, Rehobeth, Dewey Beach.

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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EXTRA CLEAN & Private Detached In-Law-Suite w/ Free WIFI, Smart TV & Much More!, holiday rental in Millsboro
EXTRA CLEAN & Private Detached In-Law-Suite w/ Free WIFI, Smart TV & Much More!, holiday rental in Millsboro
EXTRA CLEAN & Private Detached In-Law-Suite w/ Free WIFI, Smart TV & Much More!, holiday rental in Millsboro

EXTRA CLEAN & Private Detached In-Law-Suite w/ Free WIFI, Smart TV & Much More!

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Gorgeous, Five Miles to Bethany Beach, Pool, Tennis, Walking Trails, Free Activi, holiday rental in Millsboro
Gorgeous, Five Miles to Bethany Beach, Pool, Tennis, Walking Trails, Free Activi, holiday rental in Millsboro
Gorgeous, Five Miles to Bethany Beach, Pool, Tennis, Walking Trails, Free Activi, holiday rental in Millsboro

Gorgeous, Five Miles to Bethany Beach, Pool, Tennis, Walking Trails, Free Activi

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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27229 Barefoot - Beautifully furnished 5 bedroom home in The Peninsula!, holiday rental in Millsboro
27229 Barefoot - Beautifully furnished 5 bedroom home in The Peninsula!, holiday rental in Millsboro
27229 Barefoot - Beautifully furnished 5 bedroom home in The Peninsula!, holiday rental in Millsboro

27229 Barefoot - Beautifully furnished 5 bedroom home in The Peninsula!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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New rental! This 3-level home has water views to die for! Just 30 min to Lewes a, holiday rental in Millsboro
New rental! This 3-level home has water views to die for! Just 30 min to Lewes a, holiday rental in Millsboro
New rental! This 3-level home has water views to die for! Just 30 min to Lewes a, holiday rental in Millsboro

New rental! This 3-level home has water views to die for! Just 30 min to Lewes a

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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27570 S Nicklaus - Beautiful five bedroom home in The Peninsula!, holiday rental in Millsboro
27570 S Nicklaus - Beautiful five bedroom home in The Peninsula!, holiday rental in Millsboro
27570 S Nicklaus - Beautiful five bedroom home in The Peninsula!, holiday rental in Millsboro

27570 S Nicklaus - Beautiful five bedroom home in The Peninsula!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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New Rental - In the Peninsula an Exclusive Gated Private Community, holiday rental in Millsboro
New Rental - In the Peninsula an Exclusive Gated Private Community, holiday rental in Millsboro
New Rental - In the Peninsula an Exclusive Gated Private Community, holiday rental in Millsboro

New Rental - In the Peninsula an Exclusive Gated Private Community

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Dagsboro Home w/View, 3-Min Walk to Bay Beach, holiday rental in Millsboro
Dagsboro Home w/View, 3-Min Walk to Bay Beach, holiday rental in Millsboro
Dagsboro Home w/View, 3-Min Walk to Bay Beach, holiday rental in Millsboro

Dagsboro Home w/View, 3-Min Walk to Bay Beach

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Single Family in The Peninsula, holiday rental in Millsboro
Single Family in The Peninsula, holiday rental in Millsboro
Single Family in The Peninsula, holiday rental in Millsboro

Single Family in The Peninsula

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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10 miles to Rehoboth Beach, remodeled home in quiet neighborhood, holiday rental in Millsboro
10 miles to Rehoboth Beach, remodeled home in quiet neighborhood, holiday rental in Millsboro
10 miles to Rehoboth Beach, remodeled home in quiet neighborhood, holiday rental in Millsboro

10 miles to Rehoboth Beach, remodeled home in quiet neighborhood

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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27531 S Nicklaus Ave - Four bedroom home in the amenity filled Peninsula!, holiday rental in Millsboro
27531 S Nicklaus Ave - Four bedroom home in the amenity filled Peninsula!, holiday rental in Millsboro
27531 S Nicklaus Ave - Four bedroom home in the amenity filled Peninsula!, holiday rental in Millsboro

27531 S Nicklaus Ave - Four bedroom home in the amenity filled Peninsula!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Unit 3102 - Close to the Peninsula pools and amenities!, holiday rental in Millsboro
Unit 3102 - Close to the Peninsula pools and amenities!, holiday rental in Millsboro
Unit 3102 - Close to the Peninsula pools and amenities!, holiday rental in Millsboro

Unit 3102 - Close to the Peninsula pools and amenities!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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33436 Marina Bay - New four bedroom home in the Peninsula!, holiday rental in Millsboro
33436 Marina Bay - New four bedroom home in the Peninsula!, holiday rental in Millsboro
33436 Marina Bay - New four bedroom home in the Peninsula!, holiday rental in Millsboro

33436 Marina Bay - New four bedroom home in the Peninsula!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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27034 Firefly - Beautifully furnished single family home in The Peninsula!, holiday rental in Millsboro
27034 Firefly - Beautifully furnished single family home in The Peninsula!, holiday rental in Millsboro
27034 Firefly - Beautifully furnished single family home in The Peninsula!, holiday rental in Millsboro

27034 Firefly - Beautifully furnished single family home in The Peninsula!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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32904 Shadeland - Brand new in the Peninsula, holiday rental in Millsboro
32904 Shadeland - Brand new in the Peninsula, holiday rental in Millsboro
32904 Shadeland - Brand new in the Peninsula, holiday rental in Millsboro

32904 Shadeland - Brand new in the Peninsula

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Ranch on the Bay! Private 50' Dock, easy access to Indian River Bay, sleeps 6, holiday rental in Millsboro
Ranch on the Bay! Private 50' Dock, easy access to Indian River Bay, sleeps 6, holiday rental in Millsboro
Ranch on the Bay! Private 50' Dock, easy access to Indian River Bay, sleeps 6, holiday rental in Millsboro

Ranch on the Bay! Private 50' Dock, easy access to Indian River Bay, sleeps 6

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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King Bed En Suite, free parking&pool closet to beach, holiday rental in Millsboro
King Bed En Suite, free parking&pool closet to beach, holiday rental in Millsboro
King Bed En Suite, free parking&pool closet to beach, holiday rental in Millsboro

King Bed En Suite, free parking&pool closet to beach

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Payment Protection

5 br, 3.5 ba, sleeps 16, holiday rental in Millsboro
5 br, 3.5 ba, sleeps 16, holiday rental in Millsboro
5 br, 3.5 ba, sleeps 16, holiday rental in Millsboro

5 br, 3.5 ba, sleeps 16

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
More info
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New Model Home * THE PENINSULA, golf course views & amazing outdoor living space, holiday rental in Millsboro
New Model Home * THE PENINSULA, golf course views & amazing outdoor living space, holiday rental in Millsboro
New Model Home * THE PENINSULA, golf course views & amazing outdoor living space, holiday rental in Millsboro

New Model Home * THE PENINSULA, golf course views & amazing outdoor living space

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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33105 Serenity - Large home in the amenity rich Peninsula with Community Pool, holiday rental in Millsboro
33105 Serenity - Large home in the amenity rich Peninsula with Community Pool, holiday rental in Millsboro
33105 Serenity - Large home in the amenity rich Peninsula with Community Pool, holiday rental in Millsboro

33105 Serenity - Large home in the amenity rich Peninsula with Community Pool

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Unit 10201 - Beautiful 2nd floor condo in The Windswept at The Peninsula, holiday rental in Millsboro
Unit 10201 - Beautiful 2nd floor condo in The Windswept at The Peninsula, holiday rental in Millsboro
Unit 10201 - Beautiful 2nd floor condo in The Windswept at The Peninsula, holiday rental in Millsboro

Unit 10201 - Beautiful 2nd floor condo in The Windswept at The Peninsula

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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33500 Marina Bay - BEAUTIFUL NEW HOME IN THE PENINSULA!, holiday rental in Millsboro
33500 Marina Bay - BEAUTIFUL NEW HOME IN THE PENINSULA!, holiday rental in Millsboro
33500 Marina Bay - BEAUTIFUL NEW HOME IN THE PENINSULA!, holiday rental in Millsboro

33500 Marina Bay - BEAUTIFUL NEW HOME IN THE PENINSULA!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Gorgeous, Five Miles to Bethany Beach, Pool, Tennis, Walking Trails, Free Activi, holiday rental in Millsboro
Gorgeous, Five Miles to Bethany Beach, Pool, Tennis, Walking Trails, Free Activi, holiday rental in Millsboro
Gorgeous, Five Miles to Bethany Beach, Pool, Tennis, Walking Trails, Free Activi, holiday rental in Millsboro

Gorgeous, Five Miles to Bethany Beach, Pool, Tennis, Walking Trails, Free Activi

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Payment Protection

CLASSIC BEACH HOUSE RIGHT ON THE BAY - Just what you've been looking for!, holiday rental in Millsboro
CLASSIC BEACH HOUSE RIGHT ON THE BAY - Just what you've been looking for!, holiday rental in Millsboro
CLASSIC BEACH HOUSE RIGHT ON THE BAY - Just what you've been looking for!, holiday rental in Millsboro

CLASSIC BEACH HOUSE RIGHT ON THE BAY - Just what you've been looking for!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Unit 1103 Windswept - Beautiful first floor condominium in The Peninsula, holiday rental in Millsboro
Unit 1103 Windswept - Beautiful first floor condominium in The Peninsula, holiday rental in Millsboro
Unit 1103 Windswept - Beautiful first floor condominium in The Peninsula, holiday rental in Millsboro

Unit 1103 Windswept - Beautiful first floor condominium in The Peninsula

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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27173 Barefoot Blvd - Lovely townhome in the amenity filled Peninsula!, holiday rental in Millsboro
27173 Barefoot Blvd - Lovely townhome in the amenity filled Peninsula!, holiday rental in Millsboro
27173 Barefoot Blvd - Lovely townhome in the amenity filled Peninsula!, holiday rental in Millsboro

27173 Barefoot Blvd - Lovely townhome in the amenity filled Peninsula!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Beautiful & Relaxing Vacation Home with all amenities, holiday rental in Millsboro
Beautiful & Relaxing Vacation Home with all amenities, holiday rental in Millsboro
Beautiful & Relaxing Vacation Home with all amenities, holiday rental in Millsboro

Beautiful & Relaxing Vacation Home with all amenities

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful home situated on the 2nd hole of the golf course., holiday rental in Millsboro
Beautiful home situated on the 2nd hole of the golf course., holiday rental in Millsboro
Beautiful home situated on the 2nd hole of the golf course., holiday rental in Millsboro

Beautiful home situated on the 2nd hole of the golf course.

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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27606 S Nicklaus Avenue - Beautiful Peninsula home that includes linens, holiday rental in Millsboro
27606 S Nicklaus Avenue - Beautiful Peninsula home that includes linens, holiday rental in Millsboro
27606 S Nicklaus Avenue - Beautiful Peninsula home that includes linens, holiday rental in Millsboro

27606 S Nicklaus Avenue - Beautiful Peninsula home that includes linens

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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So close to all the action!, holiday rental in Millsboro
So close to all the action!, holiday rental in Millsboro
So close to all the action!, holiday rental in Millsboro

So close to all the action!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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3 Bedroom, 2.5 bath condo with garage on the 6th green!, holiday rental in Millsboro
3 Bedroom, 2.5 bath condo with garage on the 6th green!, holiday rental in Millsboro
3 Bedroom, 2.5 bath condo with garage on the 6th green!, holiday rental in Millsboro

3 Bedroom, 2.5 bath condo with garage on the 6th green!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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NEWLY APPOINTED - Beautiful Townhome in the Peninsula Community - CLEAN LINENS!, holiday rental in Millsboro
NEWLY APPOINTED - Beautiful Townhome in the Peninsula Community - CLEAN LINENS!, holiday rental in Millsboro
NEWLY APPOINTED - Beautiful Townhome in the Peninsula Community - CLEAN LINENS!, holiday rental in Millsboro

NEWLY APPOINTED - Beautiful Townhome in the Peninsula Community - CLEAN LINENS!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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