Holiday Rentals in Southport
Destination
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 km
47 rentals in Southport.
Coastal Charm in Southport
More info
Check-in
Check-out
As seen on
The following properties within 32 kms of Southport match all your filters:
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
More info
Check-in
Check-out
As seen on
Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
More info
Check-in
Check-out
As seen on
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
More info
Check-in
Check-out
As seen on
Beautiful home on private beach, sleeps 11! Bring your family and friends!
More info
Check-in
Check-out
As seen on
Sunny Westport 2 BR Retreat above Historic Mill
More info
Check-in
Check-out
As seen on
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
More info
Check-in
Check-out
As seen on
Westport "Gold Coast" across from Southport beach
More info
Check-in
Check-out
As seen on
Second floor Beautiful Apartment
More info
Check-in
Check-out
As seen on
Beach area cape! Walk to town & beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Exceptional August rental one block from beach!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Modern Beach Area Vacation Home With Pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Cozy summer house 4 bed & 2 baths - Weekly rental
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Beachfront cottage located in the heart of Fairfield Beach!!
More info
Check-in
Check-out
As seen on
Steps away from the beach -updated 4bd/2 bath beach house with guest house
More info
Check-in
Check-out
As seen on
Amazing Beach House On Fairfield Beach
More info
Check-in
Check-out
As seen on
Enjoy entire house; Charming Salted Marsh sunset Views, Coastal Decor
More info
Check-in
Check-out
As seen on
Southport Charm! Steps away from town!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Fairfield Cottage · Charming Fairfield Cottage By The Sea
More info
Check-in
Check-out
As seen on
Spectacular direct waterfront with rooftop hot tub 360 degree views.
More info
Check-in
Check-out
As seen on
Summer Rental: 4 Car Garage 1/4 mile to town of Fairfeild Center
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Waterfront
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Stunning direct waterfront beach house!
More info
Check-in
Check-out
As seen on
Beach house - perfect location next to beach and town!
More info
Check-in
Check-out
As seen on
Amazing Direct Beachfront Home close to golf, tennis, restaurants and shopping
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Beach cottage steps from the sand and surf!!
More info
Check-in
Check-out
As seen on
Dreamy Beachfront Cottage with NYC views
More info
Check-in
Check-out
As seen on
Fairfield Beach House
More info
Check-in
Check-out
As seen on
Steps to the Sand & Surf!
More info
Check-in
Check-out
As seen on
Sun and Fun on the beach!!
More info
Check-in
Check-out
As seen on
Elegant Beachfront, beautiful views. Come enjoy!
More info
Check-in
Check-out
As seen on
Fairfield Beach Modern Colonial
More info
Check-in
Check-out
As seen on
Summer Getaway in Fairfield (Beach Passes Included!)
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
"Sea-Duced" by the Beach! Entire Home Near Downtown Fairfield
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
4 BR Classic Country House in CT
More info
Check-in
Check-out
As seen on
ELEGANT NEW 4 BEDROOM WATERFRONT HOUSE- SUMMER DREAM
More info
Check-in
Check-out
As seen on
Fairfield Historic Street. Private Heated Pool. Walk to Town Restaurants & Beach
More info
Check-in
Check-out
As seen on
Chic, Impeccably Decorated 5000 sq ft Estate, Coveted Greens Farms, 5 bed, 6 bth
More info
Check-in
Check-out
As seen on
479 South Benson Road
More info
Check-in
Check-out
As seen on
Spacious 5-bedroom, house in Southport with WiFi, AC, near train, harbor, town.
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
3 BR Charming CT Country Retreat
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Luxury Beachfront living with amazing views
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
"Feelin' Nauti" - Entire Beach Cottage in desirable Fairfield Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Stareway to Heaven Su
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Charming 1 bedroom cottage with water view, beach access, WiFi & AC in Fairfield
More info
Check-in
Check-out
As seen on
Spacious 5-bedroom house in Westport
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Gem by the Sound - Fairfield Beachside Rental
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Showing results 1-47 of 47
Frequently Asked Questions about Southport
- Yes, here are some popular holiday rentals in Southport that have a pool:
- Coastal Charm in Southport
- Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
- Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
- Yes, here are some popular holiday rentals in Southport that have internet access:
- Coastal Charm in Southport
- Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
- Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
- Some of the most popular kid friendly rentals in Southport are:
- Coastal Charm in Southport
- Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
- Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
Southport TourismSouthport HotelsSouthport Holiday HomesSouthport FlightsSouthport RestaurantsSouthport AttractionsSouthport Travel ForumSouthport PhotosSouthport MapSouthport Visitors Guide
All Southport HotelsSouthport Hotel Deals
Things to DoRestaurantsFlightsSpa Resorts in SouthportRomantic Hotels in SouthportLuxury Hotels in SouthportBusiness Hotels in SouthportSouthport Green HotelsFamily Hotels in Southport
Hotels near (HPN) Westchester County AirportHotels near (HVN) New Haven AirportHotels near (ISP) Long Island MacArthur Airport
Hotels near Fairfield UniversityHotels near Marinello Schools of BeautyHotels near University of BridgeportHotels near Housatonic Community CollegeHotels near Leon Institute of Hair DesignHotels near St Vincent's CollegeHotels near Sacred Heart UniversityHotels near Renasci Academy of Hair Inc.Hotels near Bridgeport Hospital School of NursingHotels near Porter & Chester - Stratford, CT
Travel StoriesCruisesCar Hire