COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Dog Friendly Vacation Rentals in Southold - FlipKey

Updating...

age 0-16
63 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

63 pet friendly Houses in Southold

Private Waterfront W Beach, New Renovation

Southold house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Pets allowed

All filters match

Price per night from

$601

Shorecrest Beach House, 4 bedroom private beach front, new renovation

Southold house

4 bedrooms / 2 bathrooms / sleeps 10

Match: Pets allowed

All filters match

Price per night from

$685

Steve's Place Well Furnished 3 BR Southold Home Heated Pool, Town Near Beach

Southold house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$306

2BR North Fork Southold Private Cottage Beach steps to beach 10minGreenport

Southold cottage

2 bedrooms / 1 bathroom / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$943

3 Bedroom newly renovated private waterfront Beachwood home!

Southold house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$756

Sea Breeze & Sunsets, Private Beach house walk to Vineyards

Southold house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Pets allowed

All filters match

Price per night from

$848

3BR Newly renovated Southold Beach Cottage steps to beach close to Greenport

Southold house

3 bedrooms / 1 bathroom / sleeps 5

Match: Pets allowed

All filters match

Price per night from

$1,049

Great rentals within 20 miles that match your search

North Fork House with Private Beach Access

East Marion house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 24 minutes

Match: Pets allowed

All filters match

Price per night from

$342

Ready for Summer 2021

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Pets allowed

All filters match

Price per night from

$1,713

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Pets allowed

All filters match

Price per night from

$1,256

Waterfront Southampton Gem! Sailboat On Grounds - Travertine patio and Hot Tub

Water Mill house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$777

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

Match: Pets allowed

All filters match

Price per night from

$1,087

The Seashell House

Sag Harbor house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Pets allowed

All filters match

Price per night from

$973

ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE

Southampton villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 11 minutes

Match: Pets allowed

All filters match

Price per night from

$1,022

Live in Luxury in This English Manor Home.

East Hampton house

6 bedrooms / 7 bathrooms / sleeps 12

Match: Pets allowed

All filters match

Price per night from

$3,717

Charmimg Beach cottage in Sagaponack

Southampton house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$655

East Hampton Summer Rental

East Hampton house

5 bedrooms / 4 bathrooms / sleeps 12

Match: Pets allowed

All filters match

Price per night from

$1,144

Charming Hamptons Retreat June 1 - Sept. 5, 2017

Water Mill house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Pets allowed

All filters match

Price per night from

$915

Summer Shangri La on Sag Harbor Memorial Day to Labor Day!!

Noyack house

5 bedrooms / 8 bathrooms / sleeps 10

Match: Pets allowed

All filters match

Price per night from

$1,525

piece of Heaven

Mattituck house

4 bedrooms / 3 bathrooms / sleeps 14

Match: Pets allowed

All filters match

Price per night from

$1,716

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Pets allowed

All filters match

Price per night from

$1,430

Charming cottage in the heart of East Hampton village

East Hampton house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pets allowed

All filters match

Price per night from

$687

Waterfront 4 Bedroom Southampton Retreat w/ Dock

Southampton house

4 bedrooms / 2 bathrooms / sleeps 9

Match: Pets allowed

All filters match

Price per night from

$458

SEAGULLS BY THE BAY

Hampton Bays house

7 bedrooms / 1 bathroom / sleeps 16

Match: Pets allowed

All filters match

Price per night from

$978

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

7 bedrooms / 5 bathrooms / sleeps 18

“Hamptons Heavenly Honeymoon” My fiancé and I wanted to go somewhere amazing for our honeymoon. We decided that we wanted to spend our honeymoon in the Hamptons. We spent two lovely weeks in august of 2013 at this lovely home. There is nothing bad that I could say about this house. It was spacious, clean, well kept, and well decorated. This house was in the perfect location. It was close enough to the town of Hampton Bays but also close enough to Riverhead. The owner of the house was very cooperative, if we had a question she would answer all of them without hesitation. During the stay my fiancé and I spent most of our time outside. It was so quite and peaceful. We would sit by the pool and enjoy a glass of wine. I would highly recommend this house to anybody. My fiancé and I were talking and once we start a family we are going to make coming to this house a tradition.

Match: Pets allowed

All filters match

Price per night from

$817

SEASHELLS BY THE SEA SHORE

Hampton Bays house

8 bedrooms / 6 bathrooms / sleeps 20

Match: Pets allowed

All filters match

Price per night from

$817

Majestic Southampton Waterfront Estate

Southampton villa

7 bedrooms / 5 bathrooms / sleeps 18

“Best alternative to Fire Island” My partner and I wanted to try something new, we originally always go to Fire Island and although we will always love that place, I can't express how expensive it is just to go for a weekend with friends not to mention that we can't help but feel stranded in a way (we don't drive) because once the ferry leaves, that's it! You will be staying whether you want to or not. I would have never thought that I would find a house of this size, with amenities such as linens, towels, beach chairs, hot tub, and pool included for such a reasonable price at the Hamptons none the less...I thought it had to be a mistake, I literally had to call to confirm the rates. The owner was very prompt in her responses whether it would be through phone and or email, and she definitely went out of her way to make sure we were properly accommodated as well as gave awesome recommendations to nearby shops and restaurants. I never had such a pleasant and smooth experience. It was a one, two, three transaction and was very pleased with the outcome, will be coming back next year for sure!

Match: Pets allowed

All filters match

Price per night from

$1,387

Secluded Mini Estate in Hamptons

Hampton Bays house

9 bedrooms / 4 bathrooms / sleeps 18

“A Fabulous Indulgence” I literally just wanted some time off to spend with my kids and husband and a few close relatives and friends but didn't want to go so far away. It must have been through the grace of God that I came across this ginormous house and for the price the owner was asking for...practically a steal! I'm so happy in the decision I made in renting this home as opposed to just practically handing away my money to a hotel/resort, everything was conveniently close by, beaches, shops, theaters...there was even a guide book at the house that came in really handy. My kids loved the pool so much that it was difficult keeping them out. My husband enjoyed the outdoor BBQ and looked cute working the grill as well. This house has everything anyone could ever ask for and I mean everything! It was completely furnished, kitchen was fully stocked with appliances, cookware and utensils. Everyone enjoyed spending time together but the best part is that everyone got to go their separate ways at night in their own bed rooms with their own TV (def a must if you're a soap opera fanatic as I am). The only thing that I wasn't too crazy about was the check in (3 pm) and check out (11 am) time, it was a little too late and definitely too early for my taste (mostly because I really didn't want to leave). I def recommend not only this house, but the owner as well...very pleasant woman, it was like dealing with a family member...she was very welcoming and will most definitely rent from her again, am already counting down the days to my next vacation.

Match: Pets allowed

All filters match

Price per night from

$897

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Pets allowed

All filters match

Price per night from

$1,362

The perfect family beach house

Clinton house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Pets allowed

All filters match

Price per night from

$456

Family Vacation Home, heated pool

Amagansett house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 36 minutes

Match: Pets allowed

All filters match

Price per night from

$1,082

Great Rates in 2019- No Increases In Rates and Over Holiday Weeks

Hampton Bays house

3 bedrooms / 2 bathrooms / sleeps 6

“Hamptons” Dear Jackie and al, we had a wonderful time in your house. The service was perfect. We had everything in the house we needed. It is a in nice area . There are shops and restaurants near by. Thanks for everything Ina and family

Match: Pets allowed

All filters match

Price per night from

$456

East Hampton Classic

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 9

Match: Pets allowed

All filters match

Price per night from

$1,142

Village traditional on a quiet cul de sac

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Pets allowed

All filters match

Price per night from

$1,273

Weekly Summer Beach Rental

Old Lyme house

4 bedrooms / 2 bathrooms / sleeps 12

Match: Pets allowed

All filters match

Price per night from

$328

Elegant Designer Hamptons Retreat in Sag Harbor

Sag Harbor house

5 bedrooms / 7 bathrooms / sleeps 12

“Excellent vacation!” Beautifully decorated Designer home was fully furnished with great touches you would expect in a high end rental--soft linens and towels, mini ipods in docking stations around the house, fully stocked kitchen, fabulous pool and backyard. We loved the location!

Responds fast! avg. 2 hours 2 minutes

Match: Pets allowed

All filters match

Price per night from

$3,272

Luxury Hampton Bays Home - Walk to Shinnecock Bay

Hampton Bays house

3 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 1 hour 42 minutes

Match: Pets allowed

All filters match

Price per night from

$414

East Hampton Home w/Pool & Fire Pit - Near Village

Springs house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 42 minutes

Match: Pets allowed

All filters match

Price per night from

$887

Viewing 38 of 63
rentals in Southold

×

Also consider