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Darien Vacation Rentals

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48 rentals in Darien.
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Cozy, Quiet and Relaxing Space, vacation rental in Darien
Cozy, Quiet and Relaxing Space, vacation rental in Darien
Cozy, Quiet and Relaxing Space, vacation rental in Darien

Cozy, Quiet and Relaxing Space

Private Room
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Professionally Sanitized - Downtown Naperville - Three Bedroom Retreat, vacation rental in Darien
Professionally Sanitized - Downtown Naperville - Three Bedroom Retreat, vacation rental in Darien
Professionally Sanitized - Downtown Naperville - Three Bedroom Retreat, vacation rental in Darien

Professionally Sanitized - Downtown Naperville - Three Bedroom Retreat

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping, vacation rental in Darien
Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping, vacation rental in Darien
Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping, vacation rental in Darien

Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Professionally Sanitized - Dome Away From Home - Secluded Naperville Retreat, vacation rental in Darien
Professionally Sanitized - Dome Away From Home - Secluded Naperville Retreat, vacation rental in Darien
Professionally Sanitized - Dome Away From Home - Secluded Naperville Retreat, vacation rental in Darien

Professionally Sanitized - Dome Away From Home - Secluded Naperville Retreat

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Naperville's Timeless Beauty, vacation rental in Darien
Naperville's Timeless Beauty, vacation rental in Darien
Naperville's Timeless Beauty, vacation rental in Darien

Naperville's Timeless Beauty

Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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OB1 Bright & Comfortable Oakbrook 2BR Apt. + Parking, vacation rental in Darien
OB1 Bright & Comfortable Oakbrook 2BR Apt. + Parking, vacation rental in Darien
OB1 Bright & Comfortable Oakbrook 2BR Apt. + Parking, vacation rental in Darien

OB1 Bright & Comfortable Oakbrook 2BR Apt. + Parking

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 Kng, 1 Qn, 1 Full, 3air Bds | Private Basketball Court | FreePKG, vacation rental in Darien
3 Kng, 1 Qn, 1 Full, 3air Bds | Private Basketball Court | FreePKG, vacation rental in Darien
3 Kng, 1 Qn, 1 Full, 3air Bds | Private Basketball Court | FreePKG, vacation rental in Darien

3 Kng, 1 Qn, 1 Full, 3air Bds | Private Basketball Court | FreePKG

Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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OB3 2BR Cheerful Stylish Apartment 20mins to Chicago, vacation rental in Darien
OB3 2BR Cheerful Stylish Apartment 20mins to Chicago, vacation rental in Darien
OB3 2BR Cheerful Stylish Apartment 20mins to Chicago, vacation rental in Darien

OB3 2BR Cheerful Stylish Apartment 20mins to Chicago

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family, Friends and Fun Chicago Getaway, vacation rental in Darien
Family, Friends and Fun Chicago Getaway, vacation rental in Darien
Family, Friends and Fun Chicago Getaway, vacation rental in Darien

Family, Friends and Fun Chicago Getaway

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Modern Luxury in Downers Grove, vacation rental in Darien
Modern Luxury in Downers Grove, vacation rental in Darien
Modern Luxury in Downers Grove, vacation rental in Darien

Modern Luxury in Downers Grove

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Artsy 2-Bedroom in Oakbrook Absolutely Beautiful!, vacation rental in Darien
Artsy 2-Bedroom in Oakbrook Absolutely Beautiful!, vacation rental in Darien
Artsy 2-Bedroom in Oakbrook Absolutely Beautiful!, vacation rental in Darien

Artsy 2-Bedroom in Oakbrook Absolutely Beautiful!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Chicago Getaway, vacation rental in Darien
Modern Chicago Getaway, vacation rental in Darien
Modern Chicago Getaway, vacation rental in Darien

Modern Chicago Getaway

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cozy One Bedroom Washer Dryer, Balcony, Great Location, Monthly Discounts, vacation rental in Darien
Cozy One Bedroom Washer Dryer, Balcony, Great Location, Monthly Discounts, vacation rental in Darien
Cozy One Bedroom Washer Dryer, Balcony, Great Location, Monthly Discounts, vacation rental in Darien

Cozy One Bedroom Washer Dryer, Balcony, Great Location, Monthly Discounts

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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OB4 Gem in the City! 2-Bedroom Apt with Free Parking, vacation rental in Darien
OB4 Gem in the City! 2-Bedroom Apt with Free Parking, vacation rental in Darien
OB4 Gem in the City! 2-Bedroom Apt with Free Parking, vacation rental in Darien

OB4 Gem in the City! 2-Bedroom Apt with Free Parking

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Simple Comfy - One Bedroom Apartment in Lombard, vacation rental in Darien
Simple Comfy - One Bedroom Apartment in Lombard, vacation rental in Darien
Simple Comfy - One Bedroom Apartment in Lombard, vacation rental in Darien

Simple Comfy - One Bedroom Apartment in Lombard

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Upscale Condo, Washer and Dryer, Fireplace, King Bed, Close To It All, vacation rental in Darien
Upscale Condo, Washer and Dryer, Fireplace, King Bed, Close To It All, vacation rental in Darien
Upscale Condo, Washer and Dryer, Fireplace, King Bed, Close To It All, vacation rental in Darien

Upscale Condo, Washer and Dryer, Fireplace, King Bed, Close To It All

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Unique and space single family house, close to Naperville downtown, vacation rental in Darien
Unique and space single family house, close to Naperville downtown, vacation rental in Darien
Unique and space single family house, close to Naperville downtown, vacation rental in Darien

Unique and space single family house, close to Naperville downtown

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Upscale Condo Close to, Free Parking, Fireplace, Non Smoking Community, vacation rental in Darien
Upscale Condo Close to, Free Parking, Fireplace, Non Smoking Community, vacation rental in Darien
Upscale Condo Close to, Free Parking, Fireplace, Non Smoking Community, vacation rental in Darien

Upscale Condo Close to, Free Parking, Fireplace, Non Smoking Community

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Centrally-Located Relaxed Family Home!!, vacation rental in Darien
Centrally-Located Relaxed Family Home!!, vacation rental in Darien
Centrally-Located Relaxed Family Home!!, vacation rental in Darien

Centrally-Located Relaxed Family Home!!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy House, Close to Benedictine & North Central, vacation rental in Darien
Cozy House, Close to Benedictine & North Central, vacation rental in Darien
Cozy House, Close to Benedictine & North Central, vacation rental in Darien

Cozy House, Close to Benedictine & North Central

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2 bedroom condo near downtown Naperville and Chicago!, vacation rental in Darien
2 bedroom condo near downtown Naperville and Chicago!, vacation rental in Darien
2 bedroom condo near downtown Naperville and Chicago!, vacation rental in Darien

2 bedroom condo near downtown Naperville and Chicago!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Condo - Pond View - Monthly Discounts- Washer & Dryer-Great Location, vacation rental in Darien
Cozy Condo - Pond View - Monthly Discounts- Washer & Dryer-Great Location, vacation rental in Darien
Cozy Condo - Pond View - Monthly Discounts- Washer & Dryer-Great Location, vacation rental in Darien

Cozy Condo - Pond View - Monthly Discounts- Washer & Dryer-Great Location

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fully furnished long term rental home Western Springs, vacation rental in Darien
Fully furnished long term rental home Western Springs, vacation rental in Darien
Fully furnished long term rental home Western Springs, vacation rental in Darien

Fully furnished long term rental home Western Springs

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Fully-Equipped Suite | Gym Access, vacation rental in Darien
Fully-Equipped Suite | Gym Access, vacation rental in Darien
Fully-Equipped Suite | Gym Access, vacation rental in Darien

Fully-Equipped Suite | Gym Access

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Fully-Equipped Suite | Complimentary Breakfast, vacation rental in Darien
Fully-Equipped Suite | Complimentary Breakfast, vacation rental in Darien
Fully-Equipped Suite | Complimentary Breakfast, vacation rental in Darien

Fully-Equipped Suite | Complimentary Breakfast

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Equipped Suite Near the Heart of Chicago | Complimentary Breakfast, vacation rental in Darien
Equipped Suite Near the Heart of Chicago | Complimentary Breakfast, vacation rental in Darien
Equipped Suite Near the Heart of Chicago | Complimentary Breakfast, vacation rental in Darien

Equipped Suite Near the Heart of Chicago | Complimentary Breakfast

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Suite Near the Heart of Chicago | Complimentary Breakfast, vacation rental in Darien
Suite Near the Heart of Chicago | Complimentary Breakfast, vacation rental in Darien
Suite Near the Heart of Chicago | Complimentary Breakfast, vacation rental in Darien

Suite Near the Heart of Chicago | Complimentary Breakfast

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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2 BR W/ Washer Dryer,  Fireplace, Close To It All, Monthly Stays Welcome, vacation rental in Darien
2 BR W/ Washer Dryer,  Fireplace, Close To It All, Monthly Stays Welcome, vacation rental in Darien
2 BR W/ Washer Dryer,  Fireplace, Close To It All, Monthly Stays Welcome, vacation rental in Darien

2 BR W/ Washer Dryer, Fireplace, Close To It All, Monthly Stays Welcome

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spacious clean full apartment 20 min from downtown chicago, vacation rental in Darien
Spacious clean full apartment 20 min from downtown chicago, vacation rental in Darien
Spacious clean full apartment 20 min from downtown chicago, vacation rental in Darien

Spacious clean full apartment 20 min from downtown chicago

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Your Spring time getaway, vacation rental in Darien
Your Spring time getaway, vacation rental in Darien
Your Spring time getaway, vacation rental in Darien

Your Spring time getaway

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bolingbrook FHS Rental - Old Stone Rd, vacation rental in Darien
Bolingbrook FHS Rental - Old Stone Rd, vacation rental in Darien
Bolingbrook FHS Rental - Old Stone Rd, vacation rental in Darien

Bolingbrook FHS Rental - Old Stone Rd

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Hinsdale Long Term Fully Furnished Home, vacation rental in Darien
Historic Hinsdale Long Term Fully Furnished Home, vacation rental in Darien
Historic Hinsdale Long Term Fully Furnished Home, vacation rental in Darien

Historic Hinsdale Long Term Fully Furnished Home

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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☘️ Your spring time paradise | Fast WiFi Free Gym Luxurious WFH, vacation rental in Darien
☘️ Your spring time paradise | Fast WiFi Free Gym Luxurious WFH, vacation rental in Darien
☘️ Your spring time paradise | Fast WiFi Free Gym Luxurious WFH, vacation rental in Darien

☘️ Your spring time paradise | Fast WiFi Free Gym Luxurious WFH

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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*Extended Stay* Downers Grove, vacation rental in Darien
*Extended Stay* Downers Grove, vacation rental in Darien
*Extended Stay* Downers Grove, vacation rental in Darien

*Extended Stay* Downers Grove

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lisle 3 bedrooms �golden luxury home .. bright & welcoming to say the less, vacation rental in Darien
Lisle 3 bedrooms �golden luxury home .. bright & welcoming to say the less, vacation rental in Darien
Lisle 3 bedrooms �golden luxury home .. bright & welcoming to say the less, vacation rental in Darien

Lisle 3 bedrooms �golden luxury home .. bright & welcoming to say the less

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury home away from home �, vacation rental in Darien
Luxury home away from home �, vacation rental in Darien
Luxury home away from home �, vacation rental in Darien

Luxury home away from home �

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunshine & misty blues, vacation rental in Darien
Sunshine & misty blues, vacation rental in Darien
Sunshine & misty blues, vacation rental in Darien

Sunshine & misty blues

Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Home away from home� 2 bedrm  and 1.5 bathrooms  . Where � are welcome, vacation rental in Darien
Home away from home� 2 bedrm  and 1.5 bathrooms  . Where � are welcome, vacation rental in Darien
Home away from home� 2 bedrm  and 1.5 bathrooms  . Where � are welcome, vacation rental in Darien

Home away from home� 2 bedrm and 1.5 bathrooms . Where � are welcome

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy One Bedroom, Washer Dryer, Central Location,  Fireplace, Monthly Discounts, vacation rental in Darien
Cozy One Bedroom, Washer Dryer, Central Location,  Fireplace, Monthly Discounts, vacation rental in Darien
Cozy One Bedroom, Washer Dryer, Central Location,  Fireplace, Monthly Discounts, vacation rental in Darien

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Downers Grove, vacation rental in Darien
Downers Grove, vacation rental in Darien
Downers Grove, vacation rental in Darien

Downers Grove

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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*Extended Stay* Woodridge FHS Rental, vacation rental in Darien
*Extended Stay* Woodridge FHS Rental, vacation rental in Darien
*Extended Stay* Woodridge FHS Rental, vacation rental in Darien

*Extended Stay* Woodridge FHS Rental

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Naperville FHS Rental - Knoll Dr, vacation rental in Darien
Naperville FHS Rental - Knoll Dr, vacation rental in Darien
Naperville FHS Rental - Knoll Dr, vacation rental in Darien

Naperville FHS Rental - Knoll Dr

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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*Extended Stay* Naperville FHS Rental - Knoll Dr, vacation rental in Darien
*Extended Stay* Naperville FHS Rental - Knoll Dr, vacation rental in Darien
*Extended Stay* Naperville FHS Rental - Knoll Dr, vacation rental in Darien

*Extended Stay* Naperville FHS Rental - Knoll Dr

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Woodridge FHS Rental, vacation rental in Darien
Woodridge FHS Rental, vacation rental in Darien
Woodridge FHS Rental, vacation rental in Darien

Woodridge FHS Rental

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Historic Majestic Tudor - Corporate Executive suite, vacation rental in Darien
Historic Majestic Tudor - Corporate Executive suite, vacation rental in Darien
Historic Majestic Tudor - Corporate Executive suite, vacation rental in Darien

Historic Majestic Tudor - Corporate Executive suite

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Prime Location! Free Breakfast, Private Kitchen, Free Parking, vacation rental in Darien
Prime Location! Free Breakfast, Private Kitchen, Free Parking, vacation rental in Darien
Prime Location! Free Breakfast, Private Kitchen, Free Parking, vacation rental in Darien

Prime Location! Free Breakfast, Private Kitchen, Free Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Payment Protection

Air-Conditioned King Suite | Complimentary Breakfast, vacation rental in Darien
Air-Conditioned King Suite | Complimentary Breakfast, vacation rental in Darien
Air-Conditioned King Suite | Complimentary Breakfast, vacation rental in Darien

Air-Conditioned King Suite | Complimentary Breakfast

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Bolingbrook FHS Rental - Old Stone Rd, vacation rental in Darien
Bolingbrook FHS Rental - Old Stone Rd, vacation rental in Darien
Bolingbrook FHS Rental - Old Stone Rd, vacation rental in Darien

Bolingbrook FHS Rental - Old Stone Rd

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Free Breakfast Buffet! Comfortable Retreat, vacation rental in Darien
Free Breakfast Buffet! Comfortable Retreat, vacation rental in Darien
Free Breakfast Buffet! Comfortable Retreat, vacation rental in Darien

Free Breakfast Buffet! Comfortable Retreat

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 1
More info
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Luxurious 1BDR - WFH Equipped, vacation rental in Darien
Luxurious 1BDR - WFH Equipped, vacation rental in Darien
Luxurious 1BDR - WFH Equipped, vacation rental in Darien

Luxurious 1BDR - WFH Equipped

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 1
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