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Westport Holiday Rentals

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65 rentals in Westport.
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Beach Front Retreat with Amazing Ocean Views - sleeps 6

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Living At Its Best, Exquisite and Modern

Holiday Rental House
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

Holiday Rental House
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
Match: Sleeps
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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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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

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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PEACEFUL BAYSIDE GETAWAY

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Bright Westport Condo w/Pool Access, Walk to Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy! Pet-friendly and close to the beach!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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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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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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Private hot tub, 2 bedrooms and a short walk to the beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Dog-friendly and comfortable bayfront condo with incredible views!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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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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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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Cozy Cottage for 8 - Walk to beach, family & pet friendly! Clammers welcome!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront home w/ ocean views, hot tub & fireplace - dogs welcome!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Friendly cabin with large deck, free WiFi, near 2 state parks. Great surf!

Holiday Rental House
2 bedrooms
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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Heron's Nest - your home at the beach

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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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Private house with 3 bedroom, fenced yard, fire pit and hot tub.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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Dog-friendly home w/ fireplace, firepit & 3 decks - only steps to the beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront home w/ amazing view, hot tub & wrap-around deck - 2 dogs OK!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Sanitized - luxury beachfront, ground floor condo with jetted tub

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bay City Bungalow - Historic Home Overlooking the South Bay

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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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!

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New listing! Dog-friendly retreat w/ bay views, spacious deck, & secluded feel

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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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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Condo with free WiFi and ocean/lighthouse views - dogs welcome!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Mandala Sands Panoramic Views & Comfort on the Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Cozy Coastal Cottage Near Downtown Westport!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Relaxing Beach House | Pet Friendly | Close Beach Access | Room for 6!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family-friendly, oceanfront beach home w/ a private hot tub & ocean views!

Holiday Rental House
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!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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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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Dog-friendly, newly-remodeled home w/ a great deck - just moments from the beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Top floor condo w/ ocean, jetty, & lighthouse views- dogs OK!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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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Crabbin Cabin - You Won't Be Crabby After Staying Here!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly home on waterfront with incredible views - close to the marina!

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