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Lewes Holiday Apartments

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151 rentals in Lewes.
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Fall & Winter Dates Still Open! Tired of Your Staycation? Book now!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 9
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Beautiful Dog Friendly First Floor Condo Between Lewes and Rehoboth Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Relaxing Beach Retreat in Historic Lewes!  Walk to Shops & Dining!, holiday rental in Lewes
Relaxing Beach Retreat in Historic Lewes!  Walk to Shops & Dining!, holiday rental in Lewes
Relaxing Beach Retreat in Historic Lewes!  Walk to Shops & Dining!, holiday rental in Lewes

Relaxing Beach Retreat in Historic Lewes! Walk to Shops & Dining!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
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Attractive Dog Friendly Get-Away Between Lewes And Rehoboth Beach, DE!, holiday rental in Lewes
Attractive Dog Friendly Get-Away Between Lewes And Rehoboth Beach, DE!, holiday rental in Lewes
Attractive Dog Friendly Get-Away Between Lewes And Rehoboth Beach, DE!, holiday rental in Lewes

Attractive Dog Friendly Get-Away Between Lewes And Rehoboth Beach, DE!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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* Work at the Beach!* Classy Multi-family Retreat!**140 Steps to dunes!*, holiday rental in Lewes
* Work at the Beach!* Classy Multi-family Retreat!**140 Steps to dunes!*, holiday rental in Lewes
* Work at the Beach!* Classy Multi-family Retreat!**140 Steps to dunes!*, holiday rental in Lewes

* Work at the Beach!* Classy Multi-family Retreat!**140 Steps to dunes!*

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 15
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NEW: Freshly Remodeled, Dog-Friendly 1st Floor Condo, holiday rental in Lewes
NEW: Freshly Remodeled, Dog-Friendly 1st Floor Condo, holiday rental in Lewes
NEW: Freshly Remodeled, Dog-Friendly 1st Floor Condo, holiday rental in Lewes

NEW: Freshly Remodeled, Dog-Friendly 1st Floor Condo

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Custom-Built Beach Home for Families & Groups - Pool, Bay and Pier Access, holiday rental in Lewes
Custom-Built Beach Home for Families & Groups - Pool, Bay and Pier Access, holiday rental in Lewes
Custom-Built Beach Home for Families & Groups - Pool, Bay and Pier Access, holiday rental in Lewes

Custom-Built Beach Home for Families & Groups - Pool, Bay and Pier Access

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 13
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Fun-in-the-sun condo in the Villages at Five Points, holiday rental in Lewes
Fun-in-the-sun condo in the Villages at Five Points, holiday rental in Lewes
Fun-in-the-sun condo in the Villages at Five Points, holiday rental in Lewes

Fun-in-the-sun condo in the Villages at Five Points

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cool Little Cottage Minutes from Beaches, Shopping and Dining, holiday rental in Lewes
Cool Little Cottage Minutes from Beaches, Shopping and Dining, holiday rental in Lewes
Cool Little Cottage Minutes from Beaches, Shopping and Dining, holiday rental in Lewes

Cool Little Cottage Minutes from Beaches, Shopping and Dining

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Large two story apartment in downtown historic Lewes, holiday rental in Lewes
Large two story apartment in downtown historic Lewes, holiday rental in Lewes
Large two story apartment in downtown historic Lewes, holiday rental in Lewes

Large two story apartment in downtown historic Lewes

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Cottage in Historic Lewes Delaware, holiday rental in Lewes
Cozy Cottage in Historic Lewes Delaware, holiday rental in Lewes
Cozy Cottage in Historic Lewes Delaware, holiday rental in Lewes

Cozy Cottage in Historic Lewes Delaware

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ebb & Flow Lewes Beach House Multi-Family Retreat: Relax, Restore, Make Memories, holiday rental in Lewes
Ebb & Flow Lewes Beach House Multi-Family Retreat: Relax, Restore, Make Memories, holiday rental in Lewes
Ebb & Flow Lewes Beach House Multi-Family Retreat: Relax, Restore, Make Memories, holiday rental in Lewes

Ebb & Flow Lewes Beach House Multi-Family Retreat: Relax, Restore, Make Memories

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 13
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Sanitized!  Historic District close in!   Town Beach Biking, holiday rental in Lewes
Sanitized!  Historic District close in!   Town Beach Biking, holiday rental in Lewes
Sanitized!  Historic District close in!   Town Beach Biking, holiday rental in Lewes

Sanitized! Historic District close in! Town Beach Biking

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Large 4 Bedroom Lewes Beach Cottage. Perfect location. Steps to beach!, holiday rental in Lewes
Large 4 Bedroom Lewes Beach Cottage. Perfect location. Steps to beach!, holiday rental in Lewes
Large 4 Bedroom Lewes Beach Cottage. Perfect location. Steps to beach!, holiday rental in Lewes

Large 4 Bedroom Lewes Beach Cottage. Perfect location. Steps to beach!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
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CAPE SHORES: BEACH, POOL, FISHING PIER & TENNIS COURTS, holiday rental in Lewes
CAPE SHORES: BEACH, POOL, FISHING PIER & TENNIS COURTS, holiday rental in Lewes
CAPE SHORES: BEACH, POOL, FISHING PIER & TENNIS COURTS, holiday rental in Lewes

CAPE SHORES: BEACH, POOL, FISHING PIER & TENNIS COURTS

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
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Waterfront, walkable to beach and downtown Lewes attractions, holiday rental in Lewes
Waterfront, walkable to beach and downtown Lewes attractions, holiday rental in Lewes
Waterfront, walkable to beach and downtown Lewes attractions, holiday rental in Lewes

Waterfront, walkable to beach and downtown Lewes attractions

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Seaside Retreat walking distance to Lewes Beach and Town, holiday rental in Lewes
Beautiful Seaside Retreat walking distance to Lewes Beach and Town, holiday rental in Lewes
Beautiful Seaside Retreat walking distance to Lewes Beach and Town, holiday rental in Lewes

Beautiful Seaside Retreat walking distance to Lewes Beach and Town

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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4 Bed Townhome - Lewes/Rehoboth (Sept 20-25 available), holiday rental in Lewes
4 Bed Townhome - Lewes/Rehoboth (Sept 20-25 available), holiday rental in Lewes
4 Bed Townhome - Lewes/Rehoboth (Sept 20-25 available), holiday rental in Lewes

4 Bed Townhome - Lewes/Rehoboth (Sept 20-25 available)

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Condominium Unit In Historic Lewes, Delaware, holiday rental in Lewes
Beautiful Condominium Unit In Historic Lewes, Delaware, holiday rental in Lewes
Beautiful Condominium Unit In Historic Lewes, Delaware, holiday rental in Lewes

Beautiful Condominium Unit In Historic Lewes, Delaware

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3 Bed/2 Bath Condo in Plantations, Wrap around porch,  Pool Inc, Long Term Avail, holiday rental in Lewes
3 Bed/2 Bath Condo in Plantations, Wrap around porch,  Pool Inc, Long Term Avail, holiday rental in Lewes
3 Bed/2 Bath Condo in Plantations, Wrap around porch,  Pool Inc, Long Term Avail, holiday rental in Lewes

3 Bed/2 Bath Condo in Plantations, Wrap around porch, Pool Inc, Long Term Avail

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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On the Beach - Lux Multi-Family House - Get the best weeks of 2020 Now!, holiday rental in Lewes
On the Beach - Lux Multi-Family House - Get the best weeks of 2020 Now!, holiday rental in Lewes
On the Beach - Lux Multi-Family House - Get the best weeks of 2020 Now!, holiday rental in Lewes

On the Beach - Lux Multi-Family House - Get the best weeks of 2020 Now!

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Ideal Lewes Location. Recently Updated. Book Winter Dates Now. 2 Nights Min, holiday rental in Lewes
Ideal Lewes Location. Recently Updated. Book Winter Dates Now. 2 Nights Min, holiday rental in Lewes
Ideal Lewes Location. Recently Updated. Book Winter Dates Now. 2 Nights Min, holiday rental in Lewes

Ideal Lewes Location. Recently Updated. Book Winter Dates Now. 2 Nights Min

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lewes DE Beachfront Beauty, holiday rental in Lewes
Lewes DE Beachfront Beauty, holiday rental in Lewes
Lewes DE Beachfront Beauty, holiday rental in Lewes

Lewes DE Beachfront Beauty

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Lovely 3 Br, 2 1/2 Bath, Minutes To The Beach., holiday rental in Lewes
Lovely 3 Br, 2 1/2 Bath, Minutes To The Beach., holiday rental in Lewes
Lovely 3 Br, 2 1/2 Bath, Minutes To The Beach., holiday rental in Lewes

Lovely 3 Br, 2 1/2 Bath, Minutes To The Beach.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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In-town Lewes location is near shops, museums, parks, bay and ocean beaches., holiday rental in Lewes
In-town Lewes location is near shops, museums, parks, bay and ocean beaches., holiday rental in Lewes
In-town Lewes location is near shops, museums, parks, bay and ocean beaches., holiday rental in Lewes

In-town Lewes location is near shops, museums, parks, bay and ocean beaches.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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HOME  away from home, 7 minutes drive to the beach, holiday rental in Lewes
HOME  away from home, 7 minutes drive to the beach, holiday rental in Lewes
HOME  away from home, 7 minutes drive to the beach, holiday rental in Lewes

HOME away from home, 7 minutes drive to the beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Lewes Beach Front Luxury Home, holiday rental in Lewes
Spacious Lewes Beach Front Luxury Home, holiday rental in Lewes
Spacious Lewes Beach Front Luxury Home, holiday rental in Lewes

Spacious Lewes Beach Front Luxury Home

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Wonderful condo in a wonderful location!, holiday rental in Lewes
Wonderful condo in a wonderful location!, holiday rental in Lewes
Wonderful condo in a wonderful location!, holiday rental in Lewes

Wonderful condo in a wonderful location!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Perfect Peaceful Fall Getaway Walk to Beach & Downtown Lewes, holiday rental in Lewes
Perfect Peaceful Fall Getaway Walk to Beach & Downtown Lewes, holiday rental in Lewes
Perfect Peaceful Fall Getaway Walk to Beach & Downtown Lewes, holiday rental in Lewes

Perfect Peaceful Fall Getaway Walk to Beach & Downtown Lewes

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Wonderful Arts & Craft Home Short Walk To Town In Historic Lewes

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Now Booking for Spring and Summer 2021, holiday rental in Lewes
Now Booking for Spring and Summer 2021, holiday rental in Lewes
Now Booking for Spring and Summer 2021, holiday rental in Lewes

Now Booking for Spring and Summer 2021

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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BEST RENTAL IN LEWES/REHOBOTH FOR FAMILIES & FRIENDS!, holiday rental in Lewes
BEST RENTAL IN LEWES/REHOBOTH FOR FAMILIES & FRIENDS!, holiday rental in Lewes
BEST RENTAL IN LEWES/REHOBOTH FOR FAMILIES & FRIENDS!, holiday rental in Lewes

BEST RENTAL IN LEWES/REHOBOTH FOR FAMILIES & FRIENDS!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Condominium Unit In Historic Lewes, Delaware, holiday rental in Lewes
Beautiful Condominium Unit In Historic Lewes, Delaware, holiday rental in Lewes
Beautiful Condominium Unit In Historic Lewes, Delaware, holiday rental in Lewes

Beautiful Condominium Unit In Historic Lewes, Delaware

Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Adorable Nantucket Cape: In-Town Lewes!, holiday rental in Lewes
Adorable Nantucket Cape: In-Town Lewes!, holiday rental in Lewes
Adorable Nantucket Cape: In-Town Lewes!, holiday rental in Lewes

Adorable Nantucket Cape: In-Town Lewes!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Elegant Coastal Resort Condo Minutes to Beaches!, holiday rental in Lewes
Elegant Coastal Resort Condo Minutes to Beaches!, holiday rental in Lewes
Elegant Coastal Resort Condo Minutes to Beaches!, holiday rental in Lewes

Elegant Coastal Resort Condo Minutes to Beaches!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Roomy Beach Cottage one block from Lewes Bay, holiday rental in Lewes
Roomy Beach Cottage one block from Lewes Bay, holiday rental in Lewes
Roomy Beach Cottage one block from Lewes Bay, holiday rental in Lewes

Roomy Beach Cottage one block from Lewes Bay

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Home in the heart of the Historic District/2 blocks into town, holiday rental in Lewes
Beautiful Home in the heart of the Historic District/2 blocks into town, holiday rental in Lewes
Beautiful Home in the heart of the Historic District/2 blocks into town, holiday rental in Lewes

Beautiful Home in the heart of the Historic District/2 blocks into town

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming newly renovated Lewes Beach cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Beach Community Townhome, Perfect Getaway for Your Family, holiday rental in Lewes
Beautiful Beach Community Townhome, Perfect Getaway for Your Family, holiday rental in Lewes
Beautiful Beach Community Townhome, Perfect Getaway for Your Family, holiday rental in Lewes

Beautiful Beach Community Townhome, Perfect Getaway for Your Family

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Large Lewes Beach rental! Newly decorated / perfect for large family vacations!, holiday rental in Lewes
Large Lewes Beach rental! Newly decorated / perfect for large family vacations!, holiday rental in Lewes
Large Lewes Beach rental! Newly decorated / perfect for large family vacations!, holiday rental in Lewes

Large Lewes Beach rental! Newly decorated / perfect for large family vacations!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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Rehoboth Family Friendly Condo - Safety Precautions, holiday rental in Lewes
Rehoboth Family Friendly Condo - Safety Precautions, holiday rental in Lewes
Rehoboth Family Friendly Condo - Safety Precautions, holiday rental in Lewes

Rehoboth Family Friendly Condo - Safety Precautions

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Canal Front Property with Rooftop Deck and Bay Views, holiday rental in Lewes
Canal Front Property with Rooftop Deck and Bay Views, holiday rental in Lewes
Canal Front Property with Rooftop Deck and Bay Views, holiday rental in Lewes

Canal Front Property with Rooftop Deck and Bay Views

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Your Home Away From Home, holiday rental in Lewes
Your Home Away From Home, holiday rental in Lewes
Your Home Away From Home, holiday rental in Lewes

Your Home Away From Home

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cape Shores Beach House- Steps to Beach!!!, holiday rental in Lewes
Cape Shores Beach House- Steps to Beach!!!, holiday rental in Lewes
Cape Shores Beach House- Steps to Beach!!!, holiday rental in Lewes

Cape Shores Beach House- Steps to Beach!!!

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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BOOK NOW FOR 2021 AT 2020 RATES, holiday rental in Lewes
BOOK NOW FOR 2021 AT 2020 RATES, holiday rental in Lewes
BOOK NOW FOR 2021 AT 2020 RATES, holiday rental in Lewes

BOOK NOW FOR 2021 AT 2020 RATES

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Far Enough from the Crowd, Close Enough for Fun!, holiday rental in Lewes
Far Enough from the Crowd, Close Enough for Fun!, holiday rental in Lewes
Far Enough from the Crowd, Close Enough for Fun!, holiday rental in Lewes

Far Enough from the Crowd, Close Enough for Fun!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lewes Beach Cottage - Quiet Quaint and Close To Everything!, holiday rental in Lewes
Lewes Beach Cottage - Quiet Quaint and Close To Everything!, holiday rental in Lewes
Lewes Beach Cottage - Quiet Quaint and Close To Everything!, holiday rental in Lewes

Lewes Beach Cottage - Quiet Quaint and Close To Everything!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Best Value at the Delaware Shore!, holiday rental in Lewes
Best Value at the Delaware Shore!, holiday rental in Lewes
Best Value at the Delaware Shore!, holiday rental in Lewes

Best Value at the Delaware Shore!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Payment Protection
NEW for 2021 – Perfect location for everything in Lewes!, holiday rental in Lewes
NEW for 2021 – Perfect location for everything in Lewes!, holiday rental in Lewes
NEW for 2021 – Perfect location for everything in Lewes!, holiday rental in Lewes

NEW for 2021 – Perfect location for everything in Lewes!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Elegant Victorian w/Carriage house on Canal, holiday rental in Lewes
Elegant Victorian w/Carriage house on Canal, holiday rental in Lewes
Elegant Victorian w/Carriage house on Canal, holiday rental in Lewes

Elegant Victorian w/Carriage house on Canal

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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