Sag Harbor Vacation Rentals from $173: Search Short-Term Rentals

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Our top choices for Sag Harbor vacation rentals

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

1. Charming Accommodations in the Hamptons

Sag Harbor

$443 nightly

Oct 26 - Oct 27

Total with taxes and fees

A backyard with a swimming pool, wicker lounge chairs, and potted plants.

2. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

maria m.

$985 nightly

Oct 26 - Oct 27

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a black table set for four.

3. Lovely & Spacious Sag Harbor escape with heated pool

Sag Harbor

$1,929 nightly

Oct 26 - Oct 27

Total with taxes and fees

A small cabin with a porch, surrounded by trees and a fenced area.

4. Lovely studio with AC in charming Sag Harbor

Sag Harbor

"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...

Emily t.

$454 nightly

Oct 26 - Oct 27

Total with taxes and fees

A balcony with a view of the sea, a dining table, and a blue house in the background.

5. Cliffside Resort Condominiums

Greenport

William

$266 nightly

Nov 12 - Nov 13

Total with taxes and fees

A beach with people relaxing on chairs and sunbathing.

6. Harbor Heights

Pipes Cove

Steven R.

$213 nightly

Nov 3 - Nov 4

Total with taxes and fees

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

7. The SandPiper

Pipes Cove

Manuela C.

$223 nightly

Nov 10 - Nov 11

Total with taxes and fees

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

8. Aqua Vista

Pipes Cove

Kerri L.

$223 nightly

Nov 9 - Nov 10

Total with taxes and fees

9. Windward Shores Ocean Resort

Napeague

Banessa

$161 nightly

Nov 8 - Nov 9

Total with taxes and fees

A dining area with a round table, six chairs, and a chandelier.

10. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

$1,218 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

Greenport

Altynai

$296 nightly

Nov 2 - Nov 3

Total with taxes and fees

12. Driftwood Resort

Montauk

Julian

$166 nightly

Oct 30 - Oct 31

Total with taxes and fees

A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

13. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton

Katie B.

$514 nightly

Nov 8 - Nov 9

Total with taxes and fees

A beach with people relaxing, a pier extending into the water, and a clear sky.

14. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Pipes Cove

Callie E.

$311 nightly

Nov 2 - Nov 3

Total with taxes and fees

A spacious hallway with high ceilings, arched columns, and chandeliers.

15. Montauk Manor

Montauk

Maria

$163 nightly

Nov 17 - Nov 18

Total with taxes and fees

An outdoor dining area with hanging lights, palm trees, and a bar.

16. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

$268 nightly

Oct 26 - Oct 27

Total with taxes and fees

A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

17. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Southampton

Justin

$491 nightly

Oct 26 - Oct 27

Total with taxes and fees

A wooden pathway leading to a beach with scattered rocks and greenery.

18. Beach Block Hideaway

Pipes Cove

Teresa C.

$394 nightly

Nov 3 - Nov 4

Total with taxes and fees

A beach with footprints leading to the water, a sunset in the background, and a clear sky.

19. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...

Lydia

$401 nightly

Nov 1 - Nov 2

Total with taxes and fees

A spacious living area with a large bed, a dining table, and a kitchen in the background.

20. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Napeague

Liana T.

$368 nightly

Oct 26 - Oct 27

Total with taxes and fees

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Top Sag Harbor Hotel Reviews

Zey Hotel

10/10 Excellent

"Had a nice stay. Room was very clean. Amenities were nice. We enjoyed our 40th anniversary."

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

Find out more about Sag Harbor

Everything you need to know about Sag Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sag Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sag Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sag Harbor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sag Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sag Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $173 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sag Harbor rentals

At Expedia, we put the best Sag Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sag Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sag Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sag Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Sag Harbor

Frequently asked questions

Can I find a vacation rental in Sag Harbor?

Yes, we give you a choice of vacation rentals in Sag Harbor close to Bay Street Theatre, or you can go with a more secluded option if you want a relaxing stay. Discover why Sag Harbor is known for its waterfront. Make sure you have time to check out the beaches and churches during your trip.

What are some of the best vacation home rentals that Sag Harbor has to offer?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: You might like this vacation home rental near Sag Harbor. It offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Sag Harbor?

With 306 Expedia vacation rentals, you're sure to find just the right place for your Sag Harbor stay.

What can I see and do in Sag Harbor?

Cultural attractions include Bay Street Theatre and Sag Harbor Whaling and Historical Museum, whereas The Hamptons Beaches and Havens Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Noyac Golf Club and Elizabeth A. Morton National Wildlife Refuge.

What are vacation rentals like in Sag Harbor?

Vacation rentals are private properties you can book for several days or longer in Sag Harbor. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for families.

Sag Harbor Vacation Rentals

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Upfront pricing

Check prices for these dates

Our top choices for Sag Harbor vacation rentals

1. Charming Accommodations in the Hamptons

2. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

3. Lovely & Spacious Sag Harbor escape with heated pool

4. Lovely studio with AC in charming Sag Harbor

5. Cliffside Resort Condominiums

6. Harbor Heights

7. The SandPiper

8. Aqua Vista

9. Windward Shores Ocean Resort

10. Year round Jacuzzi - Blackberry East Hampton Home

11. North Fork Resort

12. Driftwood Resort

13. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

14. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

15. Montauk Manor

16. American Beech in Greenport - Petite King Room 7

17. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

18. Beach Block Hideaway

19. Steps to the beach | Seabreeze Cottage #3

20. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Find vacation rentals that suit your style

Top Sag Harbor Hotel Reviews

Zey Hotel

Find out more about Sag Harbor

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