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Pet-friendly vacation rentals in Sag Harbor

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Top-rated pet-friendly home rentals in Sag Harbor

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Apartment in Sag Harbor

4.94 out of 5 average rating, 136 reviews

Whaling Captain Pierson's Cottage

Whaling Captain Pierson's Cottage is at a waterfront property. A unique environmental experience, nestled in nature but only a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only cottage offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets and a private low-tide beach. (See my reviews from my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Apartment TOO".)

Jan 24 – 31

R7,364 ZAR per night

Home in East Hampton

4.94 out of 5 average rating, 202 reviews

Private beach Historical House with large property

Entire three-story house. 3 large bedrooms and 3 FULL BATHROOMS on a very private, 2+acre wood lot on the bay in Historical East Hampton with private beach access. Fully renovated in 2018 with modern amenities while preserving the original charm. A/C and heating. Private upper floor with bedroom + sitting area for office and extra sleeping. Modern kitchen with island that opens to living room with fireplace. Walk through the secluded backyard to enjoy the amazing sunsets. Ideal for fishing.

Feb 19 – 26

R15,450 ZAR per night

Home in Sag Harbor

4.82 out of 5 average rating, 132 reviews

New! Sag Harbor Village Pool, Hot Tub &Beach House

New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjoyment. The heated saltwater pool (open April-Nov) hot tub, fenced in yard & deck gets sun all day. Located in the village of Sag Harbor, steps from the Bay and Main Street & all the Hamptons has to offer. Come feel the vacation vibes as soon as you arrive. The central location, luxurious finishes, breathtaking sunsets on the sandy beach make this the perfect year-round getaway.

Nov 18 – 25

R14,190 ZAR per night

Guesthouse in Hampton Bays

4.96 out of 5 average rating, 146 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

May 7 – 14

R5,878 ZAR per night

Apartment in Sag Harbor

4.84 out of 5 average rating, 172 reviews

Pet friendly, artists apartment & guest cabin.

Artists apartment and cabin located on quaint cul-de-sac just outside Sag Harbor Village, minutes from Long Beach. Centrally located. Free bikes, surf boards, 3 stand up paddle boards and a large canoe. Minutes from most beaches. A shaded, fenced in dog run. The cabin is a separate sleeping space from the apartment and has a 2 person SAUNA recently installed. Used if you bring more guests or if the two primary guests require separate rooms. WIFI AC and heat but No bathroom in the cabin.

Jun 26 – Jul 3

R6,809 ZAR per night

Home in Sag Harbor

4.89 out of 5 average rating, 166 reviews

Kiddo Approved! Heated Pool/Hotub Renovated Home

Family friendly Sag Harbor one level beach house close to Main Street. Heated pool (for a fee), hot tub, enclosed grass yard, kids play area with sandbox and toys, crib, highchair, outdoor fireplace, outdoor shower, yard is fenced and gated with separate safety fence for pool area. Backs up to a nature preserve for privacy. Quiet Neighborhood. Short drive to the beach and Main Street. Pool open April 13th-Oct 1. Pool can be heated June-August (for a fee). Hot Tub open April- November.

May 7 – 14

R10,037 ZAR per night

Home in East Hampton

4.97 out of 5 average rating, 120 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Nov 20 – 27

R13,191 ZAR per night

Home in Sag Harbor

4.94 out of 5 average rating, 102 reviews

Sag Harbor Village Cottage with Pool

Situated on a half-acre of land, this classic shingle cottage with brand new designer interiors offers the ideal Hamptons getaway. Located in the picturesque village of Sag Harbor, less than a mile from town, bay beaches, and tennis. 10 minute drive to Wolffer & ocean beaches. 4 bedrooms, 2 modern bathrooms and pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Jun 11 – 18

R16,300 ZAR per night

Cottage in Southampton

4.96 out of 5 average rating, 101 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Aug 28 – Sep 4

R17,459 ZAR per night

Home in Southampton

4.91 out of 5 average rating, 180 reviews

Peaceful Hamptons Cottage

Looking for a getaway? Nestled into one of the largest preserves in the Hamptons, this sunny newly renovated beachy cottage is the perfect retreat. The legendary Hamptons beaches, wineries, Southampton Village, and the world famous golf courses are less than a 10 minute drive away. There are many nearby essential shops, farm stands & restaurants. Set up for WFH with hi-speed wifi and a desk. Abuts a large nature preserve with hiking paths. Lots of deer will roam by your window!

Aug 5 – 12

R12,023 ZAR per night

Home in East Hampton

4.97 out of 5 average rating, 116 reviews

Explore the Water & Woods at a Relaxing Retreat

Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

Nov 8 – 15

R17,220 ZAR per night

Apartment in Sag Harbor

4.98 out of 5 average rating, 117 reviews

Sag Harbor Retreat

Experience the many wonderful things the Hamptons has to offer in the Summer in centrally-located Sag Harbor. Our place is a professionally-decorated luxury apartment with its own entrance, yard and two parking spaces. This home-away-from-home is an immaculate and well-appointed retreat located in Sag Harbor. Great for couples and solo adventurers. Close to Sag Harbor's Main Street with abundant recreational activities, shopping and restaurants.

Sep 19 – 26

R14,104 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Sag Harbor pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Sag Harbor

4.84 out of 5 average rating, 151 reviews

Sag Harbor House for rent.

Aug 9 – 16

R14,876 ZAR per night

Home in Shelter Island

4.97 out of 5 average rating, 197 reviews

Huge Island Getaway Pool HotTub Walk To Beach

Dec 5 – 12

R16,629 ZAR per night

Home in East Hampton

4.92 out of 5 average rating, 128 reviews

Heated pool, games room, near beach, kid-friendly

Oct 23 – 30

R13,049 ZAR per night

Home in East Hampton

4.88 out of 5 average rating, 101 reviews

Gorgeous East Hampton Getaway

Nov 19 – 26

R15,180 ZAR per night

Home in East Lyme

4.96 out of 5 average rating, 105 reviews

Walk to the beach at Black Point, Niantic, Ct

Jan 1 – 8

R2,867 ZAR per night

Home in East Hampton

4.87 out of 5 average rating, 188 reviews

Heated Saltwater Pool, Walk to Beach, Dog Friendly

Oct 5 – 12

R6,946 ZAR per night

Home in Southampton

4.87 out of 5 average rating, 237 reviews

Secluded Southampton Luxury Estate with tennis 288

Nov 18 – 25

R15,042 ZAR per night

Home in Montauk

4.91 out of 5 average rating, 418 reviews

DITCH PLAINS SURF HOUSE

Mar 3 – 10

R4,229 ZAR per night

Pet-friendly home rentals with a pool

Loft in Southampton

4.89 out of 5 average rating, 145 reviews

Getaway cottage privet and quiet

Nov 30 – Dec 7

R7,461 ZAR per night

Guesthouse in Southampton

4.96 out of 5 average rating, 136 reviews

Wonderful Private Spacious Pool House

Apr 25 – May 2

R10,168 ZAR per night

Bungalow in Montauk

4.91 out of 5 average rating, 531 reviews

Montauk Oceanview with Fireplace (2)

Dec 29 – Jan 5

R3,801 ZAR per night

Home in Manorville

4.99 out of 5 average rating, 201 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Oct 20 – 27

R10,871 ZAR per night

Cottage in Montauk

4.91 out of 5 average rating, 141 reviews

Montauk Cottage Escape

Dec 1 – 8

R7,612 ZAR per night

Apartment in Sag Harbor

4.95 out of 5 average rating, 83 reviews

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR

Jun 23 – 30

R5,454 ZAR per night

Home in Sag Harbor

4.89 out of 5 average rating, 72 reviews

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Sep 22 – 29

R18,551 ZAR per night

Home in Southampton

5.0 out of 5 average rating, 23 reviews

Renovated Southampton Home+Pool

May 6 – 13

R8,162 ZAR per night

Private, pet-friendly home rentals

Apartment in Hampton Bays

4.97 out of 5 average rating, 340 reviews

Private & Cozy Cottage with short walk to beach!

Oct 25 – Nov 1

R5,362 ZAR per night

Cottage in East Hampton

5.0 out of 5 average rating, 20 reviews

Chic cottage on lush, secluded acre by the beach.

Dec 2 – 9

R6,683 ZAR per night

Apartment in Sag Harbor

5.0 out of 5 average rating, 74 reviews

Private Country Studio ~Warm Fireplace

Dec 5 – 12

R7,571 ZAR per night

Home in Sag Harbor

4.98 out of 5 average rating, 46 reviews

Coastal Elite Pivate Hampton Home

Dec 15 – 22

R9,808 ZAR per night

Home in East Hampton

5.0 out of 5 average rating, 14 reviews

Historic East Hampton Home - Private Beach Access

Jan 6 – 13

R10,379 ZAR per night

Home in Sag Harbor

5.0 out of 5 average rating, 57 reviews

Beach House on the Bay

Apr 11 – 18

R15,159 ZAR per night

Cottage in Water Mill

4.98 out of 5 average rating, 56 reviews

Head of Pond House - Waterfront Cottage

Oct 14 – 21

R10,988 ZAR per night

Guesthouse in Sag Harbor

4.96 out of 5 average rating, 95 reviews

Sag Harbor's Secret by the Bay ❤️ | Walk to beach 🏖

Sep 3 – 10

R10,039 ZAR per night

Quick stats about vacation rentals that are pet-friendly in Sag Harbor

Total rentals
110 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
R3,700 ZAR before taxes and fees

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