Cottage vacation 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 favorite

Cottage in Greenwood Lake

4.92 out of 5 average rating, 141 reviews

Cozy home in the Village of Greenwood Lake

Adorable country retreat under an hour from NYC - perfect for a romantic couples getaway or a family of 4. Located in the village, our quaint cottage is walkable to everything; Restaurants, bars, grocer, cvs, bagels, bus stop and even the public beach!! Minutes away from TONS of local attractions; drive-in, skiing, renaissance fair, wineries, shopping, lake activities, orchards, creameries, parks, Appalachian trail, spa, rafting, golf, water park, & so much more. Pets welcome! Permit #21-07603

Sep 8 – 15

$120 per night

Guest favorite

Cottage in Plainfield

4.9 out of 5 average rating, 193 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

Aug 12 – 19

$238 per night

Guest favorite

Cottage in Highland Lakes

4.97 out of 5 average rating, 268 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.

Dec 30 – Jan 6

$355 per night

Guest favorite

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.

Nov 17 – 24

$470 per night

Guest favorite

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.

Aug 22 – 29

$268 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 .

Mar 29 – Apr 5

$163 per night

Guest favorite

Cottage in Greenwood Lake

4.97 out of 5 average rating, 281 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

Nov 8 – 15

$292 per night

Superhost

Cottage in Greenwood Lake

4.86 out of 5 average rating, 140 reviews

Cozy Cottage | HotTub & Family Rm | 1H fr NYC

Just a little more than an hour away from NYC and a 4-min drive to the lake, this pet-friendly private retreat offers a hot tub, family room, spacious yard with fire pit, and a deck with a grill and comfy seating. The newly renovated interior has all the comforts of home including a full kitchen & streaming capabilities. Incredible perks include family-friendly bonuses like board games, children's books, toys, & a mini game table for ping-pong, air hockey, football & billiards.

Dec 6 – 13

$260 per night

Guest favorite

Cottage in South Salem

4.96 out of 5 average rating, 182 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 :)

Jun 19 – 26

$214 per night

Guest favorite

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!

Mar 10 – 17

$358 per night

Guest favorite

Cottage in Highlands

4.86 out of 5 average rating, 122 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

Feb 7 – 14

$175 per night

Guest favorite

Cottage in West Orange

4.87 out of 5 average rating, 189 reviews

Cozy Pool Cottage

NYC, jitney to train or bus a few blocks away...16 miles as the crow flies. Close to everything but away from it all in a cozy cottage adjacent to our pool overlooking golf course. Central Air and Full Kitchen. Montclair, So Orange, minutes away

Dec 9 – 16

$143 per night