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Westport Vacation Rentals

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66 rentals in Westport.
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Beach Front Retreat with Amazing Ocean Views - sleeps 6, vacation rental in Westport
Beach Front Retreat with Amazing Ocean Views - sleeps 6, vacation rental in Westport
Beach Front Retreat with Amazing Ocean Views - sleeps 6, vacation rental in Westport

Beach Front Retreat with Amazing Ocean Views - sleeps 6

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Oceanfront Living At Its Best, Exquisite and Modern, vacation rental in Westport
Oceanfront Living At Its Best, Exquisite and Modern, vacation rental in Westport
Oceanfront Living At Its Best, Exquisite and Modern, vacation rental in Westport

Oceanfront Living At Its Best, Exquisite and Modern

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beach View Condo in Westport - perfect vacation get-away

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Home - Fenced Yard - Kid/Dog Friendly - Walk to Beach -WIFI & Direct TV, vacation rental in Westport
Private Home - Fenced Yard - Kid/Dog Friendly - Walk to Beach -WIFI & Direct TV, vacation rental in Westport
Private Home - Fenced Yard - Kid/Dog Friendly - Walk to Beach -WIFI & Direct TV, vacation rental in Westport

Private Home - Fenced Yard - Kid/Dog Friendly - Walk to Beach -WIFI & Direct TV

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ocean Front with Spectacular Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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New Listing! Beautiful beach getaway, steps from the ocean and dune grass!, vacation rental in Westport
New Listing! Beautiful beach getaway, steps from the ocean and dune grass!, vacation rental in Westport
New Listing! Beautiful beach getaway, steps from the ocean and dune grass!, vacation rental in Westport

New Listing! Beautiful beach getaway, steps from the ocean and dune grass!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cranberry Crab - Fantastic Ocean View, vacation rental in Westport
Cranberry Crab - Fantastic Ocean View, vacation rental in Westport
Cranberry Crab - Fantastic Ocean View, vacation rental in Westport

Cranberry Crab - Fantastic Ocean View

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Make a SurReel Cocktail - 1 part water + 1 part sand + 2 parts GREAT VIEW, vacation rental in Westport
Make a SurReel Cocktail - 1 part water + 1 part sand + 2 parts GREAT VIEW, vacation rental in Westport
Make a SurReel Cocktail - 1 part water + 1 part sand + 2 parts GREAT VIEW, vacation rental in Westport

Make a SurReel Cocktail - 1 part water + 1 part sand + 2 parts GREAT VIEW

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great Ocean Front House,Beach,View,Hot Tub- NO PETS INSIDE--

Rental Home
3 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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PEACEFUL BAYSIDE GETAWAY, vacation rental in Westport
PEACEFUL BAYSIDE GETAWAY, vacation rental in Westport
PEACEFUL BAYSIDE GETAWAY, vacation rental in Westport

PEACEFUL BAYSIDE GETAWAY

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
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Bright Westport Condo w/Pool Access, Walk to Beach, vacation rental in Westport
Bright Westport Condo w/Pool Access, Walk to Beach, vacation rental in Westport
Bright Westport Condo w/Pool Access, Walk to Beach, vacation rental in Westport

Bright Westport Condo w/Pool Access, Walk to Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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★1 BR *Beach ~ Fast WiFi ~ King Bed ~ Jetted Tub ~ Dog Friendly★, vacation rental in Westport
★1 BR *Beach ~ Fast WiFi ~ King Bed ~ Jetted Tub ~ Dog Friendly★, vacation rental in Westport
★1 BR *Beach ~ Fast WiFi ~ King Bed ~ Jetted Tub ~ Dog Friendly★, vacation rental in Westport

★1 BR *Beach ~ Fast WiFi ~ King Bed ~ Jetted Tub ~ Dog Friendly★

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sanitized - luxury beachfront, ground floor condo with jetted tub, vacation rental in Westport
Sanitized - luxury beachfront, ground floor condo with jetted tub, vacation rental in Westport
Sanitized - luxury beachfront, ground floor condo with jetted tub, vacation rental in Westport

Sanitized - luxury beachfront, ground floor condo with jetted tub

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront, Dog-Friendly Condo w/ Ocean Views, Private Washer/Dryer & Free WiFi!, vacation rental in Westport
Waterfront, Dog-Friendly Condo w/ Ocean Views, Private Washer/Dryer & Free WiFi!, vacation rental in Westport
Waterfront, Dog-Friendly Condo w/ Ocean Views, Private Washer/Dryer & Free WiFi!, vacation rental in Westport

Waterfront, Dog-Friendly Condo w/ Ocean Views, Private Washer/Dryer & Free WiFi!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private hot tub, 2 bedrooms and a short walk to the beach, vacation rental in Westport
Private hot tub, 2 bedrooms and a short walk to the beach, vacation rental in Westport
Private hot tub, 2 bedrooms and a short walk to the beach, vacation rental in Westport

Private hot tub, 2 bedrooms and a short walk to the beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Waterfront condo w/ ocean views and free WiFi - close to beach!, vacation rental in Westport
Waterfront condo w/ ocean views and free WiFi - close to beach!, vacation rental in Westport
Waterfront condo w/ ocean views and free WiFi - close to beach!, vacation rental in Westport

Waterfront condo w/ ocean views and free WiFi - close to beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Dog-friendly and comfortable bayfront condo with incredible views!, vacation rental in Westport
Dog-friendly and comfortable bayfront condo with incredible views!, vacation rental in Westport
Dog-friendly and comfortable bayfront condo with incredible views!, vacation rental in Westport

Dog-friendly and comfortable bayfront condo with incredible views!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront, family-friendly condo near the beach w/private washer/dryer & views, vacation rental in Westport
Waterfront, family-friendly condo near the beach w/private washer/dryer & views, vacation rental in Westport
Waterfront, family-friendly condo near the beach w/private washer/dryer & views, vacation rental in Westport

Waterfront, family-friendly condo near the beach w/private washer/dryer & views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront home w/ ocean views, hot tub & fireplace - dogs welcome!, vacation rental in Westport
Waterfront home w/ ocean views, hot tub & fireplace - dogs welcome!, vacation rental in Westport
Waterfront home w/ ocean views, hot tub & fireplace - dogs welcome!, vacation rental in Westport

Waterfront home w/ ocean views, hot tub & fireplace - dogs welcome!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Cozy Cottage for 8 - Walk to beach, family &  pet friendly! Clammers welcome!, vacation rental in Westport
Cozy Cottage for 8 - Walk to beach, family &  pet friendly! Clammers welcome!, vacation rental in Westport
Cozy Cottage for 8 - Walk to beach, family &  pet friendly! Clammers welcome!, vacation rental in Westport

Cozy Cottage for 8 - Walk to beach, family & pet friendly! Clammers welcome!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Oceanfront oasis w/scenic balcony, beach access, free WiFi, fireplace - dogs OK, vacation rental in Westport
Oceanfront oasis w/scenic balcony, beach access, free WiFi, fireplace - dogs OK, vacation rental in Westport
Oceanfront oasis w/scenic balcony, beach access, free WiFi, fireplace - dogs OK, vacation rental in Westport

Oceanfront oasis w/scenic balcony, beach access, free WiFi, fireplace - dogs OK

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Friendly cabin with large deck, free WiFi, near 2 state parks. Great surf!, vacation rental in Westport
Friendly cabin with large deck, free WiFi, near 2 state parks. Great surf!, vacation rental in Westport
Friendly cabin with large deck, free WiFi, near 2 state parks. Great surf!, vacation rental in Westport

Friendly cabin with large deck, free WiFi, near 2 state parks. Great surf!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful coastal dog-friendly home w/private washer/dryer, free WiFi, & more, vacation rental in Westport
Beautiful coastal dog-friendly home w/private washer/dryer, free WiFi, & more, vacation rental in Westport
Beautiful coastal dog-friendly home w/private washer/dryer, free WiFi, & more, vacation rental in Westport

Beautiful coastal dog-friendly home w/private washer/dryer, free WiFi, & more

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fire Pit, Fenced yard, Hot Tub!  2 bedrooms, your private get away to the beach, vacation rental in Westport
Fire Pit, Fenced yard, Hot Tub!  2 bedrooms, your private get away to the beach, vacation rental in Westport
Fire Pit, Fenced yard, Hot Tub!  2 bedrooms, your private get away to the beach, vacation rental in Westport

Fire Pit, Fenced yard, Hot Tub! 2 bedrooms, your private get away to the beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Heron's Nest - your home at the beach, vacation rental in Westport
The Heron's Nest - your home at the beach, vacation rental in Westport
The Heron's Nest - your home at the beach, vacation rental in Westport

The Heron's Nest - your home at the beach

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly home w/ fireplace, firepit & 3 decks - only steps to the beach!, vacation rental in Westport
Dog-friendly home w/ fireplace, firepit & 3 decks - only steps to the beach!, vacation rental in Westport
Dog-friendly home w/ fireplace, firepit & 3 decks - only steps to the beach!, vacation rental in Westport

Dog-friendly home w/ fireplace, firepit & 3 decks - only steps to the beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private house with 3 bedroom, fenced yard, fire pit and hot tub., vacation rental in Westport
Private house with 3 bedroom, fenced yard, fire pit and hot tub., vacation rental in Westport
Private house with 3 bedroom, fenced yard, fire pit and hot tub., vacation rental in Westport

Private house with 3 bedroom, fenced yard, fire pit and hot tub.

Rental Home
3 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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Oceanfront home w/ amazing view, hot tub & wrap-around deck - 2 dogs OK!, vacation rental in Westport
Oceanfront home w/ amazing view, hot tub & wrap-around deck - 2 dogs OK!, vacation rental in Westport
Oceanfront home w/ amazing view, hot tub & wrap-around deck - 2 dogs OK!, vacation rental in Westport

Oceanfront home w/ amazing view, hot tub & wrap-around deck - 2 dogs OK!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Waterfront condo w/ocean views, shared pool & hot tub, vacation rental in Westport
Waterfront condo w/ocean views, shared pool & hot tub, vacation rental in Westport
Waterfront condo w/ocean views, shared pool & hot tub, vacation rental in Westport

Waterfront condo w/ocean views, shared pool & hot tub

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-Friendly Condo w/Fireplace, Washer/Dryer, Deck, Free WiFi, Cable, & More!, vacation rental in Westport
Dog-Friendly Condo w/Fireplace, Washer/Dryer, Deck, Free WiFi, Cable, & More!, vacation rental in Westport
Dog-Friendly Condo w/Fireplace, Washer/Dryer, Deck, Free WiFi, Cable, & More!, vacation rental in Westport

Dog-Friendly Condo w/Fireplace, Washer/Dryer, Deck, Free WiFi, Cable, & More!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bay City Bungalow - Historic Home Overlooking the South Bay, vacation rental in Westport
Bay City Bungalow - Historic Home Overlooking the South Bay, vacation rental in Westport
Bay City Bungalow - Historic Home Overlooking the South Bay, vacation rental in Westport

Bay City Bungalow - Historic Home Overlooking the South Bay

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Dog-friendly, waterfront condo w/private washer/dryer, free WiFi, & ocean views, vacation rental in Westport
Dog-friendly, waterfront condo w/private washer/dryer, free WiFi, & ocean views, vacation rental in Westport
Dog-friendly, waterfront condo w/private washer/dryer, free WiFi, & ocean views, vacation rental in Westport

Dog-friendly, waterfront condo w/private washer/dryer, free WiFi, & ocean views

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Oceanfront & view home on Cohasset Beach with ocean views and free WiFi!, vacation rental in Westport
Oceanfront & view home on Cohasset Beach with ocean views and free WiFi!, vacation rental in Westport
Oceanfront & view home on Cohasset Beach with ocean views and free WiFi!, vacation rental in Westport

Oceanfront & view home on Cohasset Beach with ocean views and free WiFi!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Large Vacation Home (1878sf) near Beach, WiFi, SmartTV, Bikes, fishing gears, vacation rental in Westport
Large Vacation Home (1878sf) near Beach, WiFi, SmartTV, Bikes, fishing gears, vacation rental in Westport
Large Vacation Home (1878sf) near Beach, WiFi, SmartTV, Bikes, fishing gears, vacation rental in Westport

Large Vacation Home (1878sf) near Beach, WiFi, SmartTV, Bikes, fishing gears

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New listing! Dog-friendly retreat w/ bay views, spacious deck, & secluded feel, vacation rental in Westport
New listing! Dog-friendly retreat w/ bay views, spacious deck, & secluded feel, vacation rental in Westport
New listing! Dog-friendly retreat w/ bay views, spacious deck, & secluded feel, vacation rental in Westport

New listing! Dog-friendly retreat w/ bay views, spacious deck, & secluded feel

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Condo with free WiFi and ocean/lighthouse views - dogs welcome!, vacation rental in Westport
Condo with free WiFi and ocean/lighthouse views - dogs welcome!, vacation rental in Westport
Condo with free WiFi and ocean/lighthouse views - dogs welcome!, vacation rental in Westport

Condo with free WiFi and ocean/lighthouse views - dogs welcome!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Stunning beach getaway w/amazing views, private washer/dryer, free WiFi- dogs ok, vacation rental in Westport
Stunning beach getaway w/amazing views, private washer/dryer, free WiFi- dogs ok, vacation rental in Westport
Stunning beach getaway w/amazing views, private washer/dryer, free WiFi- dogs ok, vacation rental in Westport

Stunning beach getaway w/amazing views, private washer/dryer, free WiFi- dogs ok

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mandala Sands Panoramic Views & Comfort on the Beach, vacation rental in Westport
Mandala Sands Panoramic Views & Comfort on the Beach, vacation rental in Westport
Mandala Sands Panoramic Views & Comfort on the Beach, vacation rental in Westport

Mandala Sands Panoramic Views & Comfort on the Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Cozy Coastal Cottage Near Downtown Westport!, vacation rental in Westport
NEW! Cozy Coastal Cottage Near Downtown Westport!, vacation rental in Westport
NEW! Cozy Coastal Cottage Near Downtown Westport!, vacation rental in Westport

NEW! Cozy Coastal Cottage Near Downtown Westport!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Relaxing Beach House | Pet Friendly | Close Beach Access | Room for 6!, vacation rental in Westport
Relaxing Beach House | Pet Friendly | Close Beach Access | Room for 6!, vacation rental in Westport
Relaxing Beach House | Pet Friendly | Close Beach Access | Room for 6!, vacation rental in Westport

Relaxing Beach House | Pet Friendly | Close Beach Access | Room for 6!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family-friendly, oceanfront beach home w/ a private hot tub & ocean views!, vacation rental in Westport
Family-friendly, oceanfront beach home w/ a private hot tub & ocean views!, vacation rental in Westport
Family-friendly, oceanfront beach home w/ a private hot tub & ocean views!, vacation rental in Westport

Family-friendly, oceanfront beach home w/ a private hot tub & ocean views!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly cottage w/ a furnished deck - an easy walk to the beach!, vacation rental in Westport
Dog-friendly cottage w/ a furnished deck - an easy walk to the beach!, vacation rental in Westport
Dog-friendly cottage w/ a furnished deck - an easy walk to the beach!, vacation rental in Westport

Dog-friendly cottage w/ a furnished deck - an easy walk to the beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Dog-friendly oceanfront condo w/deck, beach access, private washer/dryer, & more, vacation rental in Westport
Dog-friendly oceanfront condo w/deck, beach access, private washer/dryer, & more, vacation rental in Westport
Dog-friendly oceanfront condo w/deck, beach access, private washer/dryer, & more, vacation rental in Westport

Dog-friendly oceanfront condo w/deck, beach access, private washer/dryer, & more

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Top floor condo w/ ocean, jetty, & lighthouse views- dogs OK!, vacation rental in Westport
Top floor condo w/ ocean, jetty, & lighthouse views- dogs OK!, vacation rental in Westport
Top floor condo w/ ocean, jetty, & lighthouse views- dogs OK!, vacation rental in Westport

Top floor condo w/ ocean, jetty, & lighthouse views- dogs OK!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly, newly-remodeled home w/ a great deck - just moments from the beach, vacation rental in Westport
Dog-friendly, newly-remodeled home w/ a great deck - just moments from the beach, vacation rental in Westport
Dog-friendly, newly-remodeled home w/ a great deck - just moments from the beach, vacation rental in Westport

Dog-friendly, newly-remodeled home w/ a great deck - just moments from the beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Crabbin Cabin - You Won't Be Crabby After Staying Here!, vacation rental in Westport
Crabbin Cabin - You Won't Be Crabby After Staying Here!, vacation rental in Westport
Crabbin Cabin - You Won't Be Crabby After Staying Here!, vacation rental in Westport

Crabbin Cabin - You Won't Be Crabby After Staying Here!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Open & airy condo w/ private balcony, jetty view, & quick access to the beach!, vacation rental in Westport
Open & airy condo w/ private balcony, jetty view, & quick access to the beach!, vacation rental in Westport
Open & airy condo w/ private balcony, jetty view, & quick access to the beach!, vacation rental in Westport

Open & airy condo w/ private balcony, jetty view, & quick access to the beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-Friendly, Ground-Floor Condo w/ Fireplace & Jetted Tub - Steps to Beach!, vacation rental in Westport
Dog-Friendly, Ground-Floor Condo w/ Fireplace & Jetted Tub - Steps to Beach!, vacation rental in Westport
Dog-Friendly, Ground-Floor Condo w/ Fireplace & Jetted Tub - Steps to Beach!, vacation rental in Westport

Dog-Friendly, Ground-Floor Condo w/ Fireplace & Jetted Tub - Steps to Beach!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy, Comfy & Spacious Home in Westport, vacation rental in Westport
Cozy, Comfy & Spacious Home in Westport, vacation rental in Westport
Cozy, Comfy & Spacious Home in Westport, vacation rental in Westport

Cozy, Comfy & Spacious Home in Westport

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly home on waterfront with incredible views - close to the marina!, vacation rental in Westport
Dog-friendly home on waterfront with incredible views - close to the marina!, vacation rental in Westport
Dog-friendly home on waterfront with incredible views - close to the marina!, vacation rental in Westport

Dog-friendly home on waterfront with incredible views - close to the marina!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Frequently Asked Questions about Westport