Cottage holiday rentals in City Island

Find and book unique cottages on Airbnb

Top-rated cottage rentals in City Island

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Plainfield

4.9 out of 5 average rating, 192 reviews

Hope Cottage - A Home Away From Home

This beautifully renovated space by local architect Reginald L. Thomas is nestled in the Broadway Historic District of Plainfield, NJ and features 3 large bedrooms and 2 full bathrooms. Perfect for families and corporate travelers. The cottage can sleep up to 8 guests comfortably. Short walk to train into the heart of NYC and 20 mins from Newark Airport. QUIET NEIGHBORHOOD. NOT FOR PARTIES. SUITABLE FOR FAMILIES/ BUSINESS TRAVELERS *REGRETTABLY NO PETS ALLOWED PLEASE SEE HOUSE RULES BELOW

3–10 Sep

$591 NZD per night

Guest favourite

Cottage in Highland Lakes

4.97 out of 5 average rating, 267 reviews

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

18–25 Oct

$766 NZD per night

Guest favourite

Cottage in Weston

4.97 out of 5 average rating, 31 reviews

The River Loft

Escape to The River Loft, a secluded private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

3–10 Dec

$716 NZD per night

Guest favourite

Cottage in Bedford

5.0 out of 5 average rating, 57 reviews

Clover Cottage

Our beautiful cozy cottage has lots of character and charm: stone foundation, old stone fireplace, cedar shingle roof and large eat-in kitchen. Large living room with french doors opening to a sizable deck. Upstairs is a bedroom with a king bed and bathroom. The best feature of the cottage is the location: we are right in Bedford Village - guests can walk to restaurants, shops, the Bedford Playhouse, the library and post office. Located 10 minutes from Metro-north and a 1-hr drive from NYC.

14–21 Jan

$357 NZD per night

Guest favourite

Cottage in Vernon Township

4.86 out of 5 average rating, 125 reviews

Dream Lakefront Home + Skiing near NYC

Stylish and very bright 3BR lakefront house with breathtaking views. The perfect stay for every season. Minutes away from Mountain Creek Ski Resort, Spa, and Waterpark, private beaches, golf courses, and hiking trails - Discounts for weekly and monthly stays. 3 bedrooms, 2 bathrooms. Huge terrace overlooking Highland Lake with grill and dining area and a very spacious dock with fire pit, private lake access, canoe, kayaks, and pedal boat, all included. Permit: 220004 Must be 21+ to book.

4–11 Mar

$1,081 NZD per night

Guest favourite

Cottage in Rye

5.0 out of 5 average rating, 23 reviews

Rye Cottage - Walk to Beach & Playland

Our cozy cottage is walking distance to shops, beaches, boardwalk, waterfront restaurants, Tiki bar and bier garden, park, pool and historic Rye Playland amusement park. Enjoy easy access to everything from this perfectly located home base. It's a short drive to our quaint town with boutiques for shopping and a wide variety of restaurants to choose from or jump on Metronorth for a train ride to the city. Finish the day with a barbeque or relax by the fire table in our cozy outdoor space.

6–13 Apr

$542 NZD per night

Superhost

Cottage in Vernon Township

4.93 out of 5 average rating, 164 reviews

Rustic Chic Lake view cottage 50 miles from NYC

Cozy lake view cottage 50 miles from NYC. Nestled in nature with swimming, fishing , hiking and biking with beautiful lake views. 5 beaches to choose from. Lovely walking or jogging around the lake, Appalachian trail nearby. Highland Lakes is a very scenic, peaceful area easily accessible. 3 of the best golf courses in the US , Mountain Creek water park and resort minutes away.Apple and pumpkin picking comes fall. Beautiful village of Warwick NY is nearby with restaurants and shopping .

10–17 Nov

$372 NZD per night

Guest favourite

Cottage in Greenwood Lake

4.97 out of 5 average rating, 279 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #32370

22–29 Jan

$629 NZD per night

Guest favourite

Cottage in Greenwood Lake

4.92 out of 5 average rating, 85 reviews

Oasis on the water 1 hour from NYC

We could all use a little therapy: LAKE THERAPY that is! There is nothing like water to heal what ails you. This entirely renovated cottage sits right on the water. Window views will have you believing you are living on a houseboat. Morning Coffee or evening cocktails on the deck are the perfect way to begin and end the day. The area is full of amazing things to do (guest book provided) Come for the weekend or stay the week. You will never want to leave!

15–22 Jul

$477 NZD per night

Guest favourite

Cottage in South Salem

4.96 out of 5 average rating, 181 reviews

Private cottage in horse country &1 hour from NYC!

Private cozy cottage located in horse country on the the NY/CT borders ( New Canaan, Ridgfield, Wilton ) It is a perfect quiet getaway for couples or a friends night out , a great pit stop for travelers /skiers , fine dining , shopping /antiquing , Ridgefield Playhouse , hiking ,and a short ride to Grace Farms . 1 hour train ride to NYC . We provide organic fruit,breakfast snacks, coffee and tea . It is your home away from home and more :)

7–14 Dec

$429 NZD per night

Guest favourite

Cottage in Bedford

4.98 out of 5 average rating, 121 reviews

Tudor Cottage In Heart of Bedford

Come stay in open fresh air!!!! Discount for lengthy stays!!! Delightful Tudor Cottage set in heart of Bedford, next to BRLA and numerous barns, preserves and great towns for shopping and dining. Recently renovated with two bedrooms, bathroom, full kitchen and washer dryer. The perfect country get away only 45 mins away from NYC!

18–25 Mar

$741 NZD per night

Superhost

Cottage in Highlands

4.86 out of 5 average rating, 119 reviews

Romantic Escape With Private Beach by Oceanhomes

Situated off of a quiet lane on a half-acre of land, beachfront cozy residence offers a peaceful and quiet South Jersey getaway. 1 wonderful bedroom 1 bathroom and a private beachfront with mature landscaping offer a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking

30 Dec – 6 Jan

$748 NZD per night