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Holiday rentals with beach access in Sag Harbor

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Top-rated rentals with beach access in Sag Harbor

Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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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.

12–19 Nov

$1,045 SGD per night

Guest favourite

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.

10–17 Jun

$891 SGD per night

Guest favourite

Flat in Sag Harbor

4.96 out of 5 average rating, 132 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

30 Jun – 7 Jul

$571 SGD per night

Guest favourite

Guest house 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.

28 Nov – 5 Dec

$796 SGD per night

Guest favourite

Guest house in Southampton

4.95 out of 5 average rating, 411 reviews

Tiny Home in Prime Spot in Southampton Village

Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!

23–30 Sep

$502 SGD per night

Guest favourite

Flat 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.

24–31 Oct

$705 SGD per night

Guest favourite

Flat in Sag Harbor

4.98 out of 5 average rating, 132 reviews

Updated apartment in historic village home

Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

9–16 Oct

$480 SGD per night

Guest favourite

Cottage in Southampton

4.96 out of 5 average rating, 100 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!

30 Dec – 6 Jan

$1,349 SGD per night

Guest favourite

Guest suite in Sag Harbor

4.89 out of 5 average rating, 130 reviews

Old World Charm Private Suite with Own Entrance

***PLEASE ASK ME ABOUT LONGER TERM DISCOUNT*** Private separate suite inside historic village home with own private separate entrance with private bath and kitchenette in modernized 1790 sailor’s home featured in House Beautiful Magazine. Charming historic original detail. Two minute walk to Bay for best sunset, Main Street and Jitney stop in Sag Harbor Village also steps away. Please also note: extra room for up to 2 people is also available in the main house, please inquire.

8–13 Sep

$517 SGD per night

Guest favourite

Home in Greenport

4.92 out of 5 average rating, 423 reviews

Blue Bay Dream

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

15–22 Jan

$170 SGD per night

Guest favourite

Guest suite in Sag Harbor

4.95 out of 5 average rating, 188 reviews

Cedar Haven In Sag Harbor

This is a large one room studio apartment with private entrance and ensuite bathroom. The unit is private and closed off from the host’s house. The large main room has a queen bed, and a spacious seating area that includes chairs as well as a comfy leather couch. PLEASE NOTE: One night stays are welcomed but there is a higher rate: IN season, (June 1 - Oct 31) the ONE NIGHT RATE is $375 OFF season, (mid Oct - end of May) the ONE NIGHT RATE is $300

28 Aug – 4 Sep

$370 SGD per night

Guest favourite

Flat 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.

27 Oct – 3 Nov

$1,039 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for rentals with beach access in Sag Harbor

Free parking on premises

Air conditioning

Apartment rentals with beach access

Guest favourite

Flat in Southampton

4.96 out of 5 average rating, 165 reviews

Sunny Southampton Studio

16–23 Aug

$885 SGD per night

Guest favourite

Flat in Shelter Island Heights

4.91 out of 5 average rating, 227 reviews

Squire Chase House

1–8 Mar

$998 SGD per night

Guest favourite

Flat in Montauk

4.91 out of 5 average rating, 199 reviews

Montauk Beach Bungalow West

11–18 Aug

$1,003 SGD per night

Guest favourite

Flat in Southold

4.96 out of 5 average rating, 100 reviews

Bright, Southold Studio Apt near beach & town

30 May – 6 Jun

$349 SGD per night

Guest favourite

Flat in Montauk

4.93 out of 5 average rating, 175 reviews

Private paradise 3 min from town ice skating pond!

27 May – 3 Jun

$510 SGD per night

Guest favourite

Flat in Sag Harbor

5.0 out of 5 average rating, 12 reviews

Cozy Get Away Sag Harbor Village Studio

10–17 Jun

$327 SGD per night

Guest favourite

Flat in Sag Harbor

4.95 out of 5 average rating, 83 reviews

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR

9–16 Jun

$406 SGD per night

Guest favourite

Flat in Sag Harbor

5.0 out of 5 average rating, 74 reviews

Private Country Studio ~Warm Fireplace

21–28 Dec

$558 SGD per night

House rentals with beach access

Guest favourite

Home in Shelter Island

4.97 out of 5 average rating, 194 reviews

Huge Island Getaway Pool HotTub Walk To Beach

7–14 Oct

$1,241 SGD per night

Guest favourite

Home in Sag Harbor

4.84 out of 5 average rating, 151 reviews

Sag Harbor House for rent.

1–8 Aug

$1,096 SGD per night

Guest favourite

Home in East Hampton

4.92 out of 5 average rating, 128 reviews

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

23–30 Oct

$961 SGD per night

Guest favourite

Home in Southampton

4.96 out of 5 average rating, 130 reviews

Waterview, PoolOpenNow! DogsFree+Kayaks+PingPong

21–28 Mar

$507 SGD per night

Guest favourite

Home in East Hampton

4.87 out of 5 average rating, 188 reviews

Heated Saltwater Pool, Walk to Beach, Dog Friendly

23–30 Oct

$386 SGD per night

Guest favourite

Home in Brookhaven

4.95 out of 5 average rating, 127 reviews

Beautiful & Independent Guest House near the water

7–14 Feb

$239 SGD per night

Guest favourite

Home in Greenport

4.98 out of 5 average rating, 164 reviews

Nofo Bungalow-In The Heart of Greenport Village

4–11 Sep

$796 SGD per night

Guest favourite

Home in Montauk

4.87 out of 5 average rating, 181 reviews

Laid-Back Bungalow. 10 min Walk to Beach & Town!

19–26 Oct

$651 SGD per night

Apartment rentals with beach access

Guest favourite

Apartment in Greenport

4.91 out of 5 average rating, 107 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

8–15 Oct

$439 SGD per night

Guest favourite

Apartment in Greenport

4.93 out of 5 average rating, 124 reviews

Beautiful Waterview Condo on the North Fork of LI

31 Mar – 7 Apr

$544 SGD per night

Guest favourite

Apartment in Montauk

4.95 out of 5 average rating, 107 reviews

Deluxe Studio Apt@The Montauk Manor

12–19 Apr

$479 SGD per night

Apartment in Montauk

4.8 out of 5 average rating, 231 reviews

Montauk Royal Atlantic Beach Resort North

20–27 Jul

$742 SGD per night

Apartment in Greenport

4.83 out of 5 average rating, 145 reviews

Sound front condominium

19–26 Apr

$1,004 SGD per night

Guest favourite

Apartment in Montauk

4.82 out of 5 average rating, 158 reviews

Coastline View Studio

25 Oct – 1 Nov

$1,588 SGD per night

Apartment in Greenport

4.89 out of 5 average rating, 80 reviews

Seaside Escape w Pool, Private Beach & Patio

28 Sep – 5 Oct

$662 SGD per night

Guest favourite

Apartment in Greenport

5.0 out of 5 average rating, 90 reviews

"Breathtaking Waterfront Water's Edge view"

5–12 Jan

$649 SGD per night

Quick stats about holiday rentals with beach access in Sag Harbor

Total rentals
90 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
2.6K reviews
Nightly prices starting at
$204 SGD before taxes and fees

Destinations to explore