Holiday rentals with breakfast in Montauk

NEW: Charming East Hampton home w/ POOL!

Welcome to our charming 3 bedroom, 2.5 bath, 1,700+ SF home. Enjoy the heated pool all summer or relax by the fireplace in the fall and winter months. Sunlight shines through two skylights and oversized windows for the beautiful natural light that East Hampton Springs are famous for. We are just a few minutes drive to all EH bay and ocean beaches as well as EH Town and Amagansett Village. Countless restaurants, shops, farmer's markets, vineyards, art galleries, etc. are all very close by!

Chic, Modern, Family-Friendly Home in East Hampton

This clean, beautiful, well appointed home is the perfect place for your summer (or winter) getaway! With updated appliances and designer furniture, this chic getaway is both fun and sophisticated. Whether you're a family or a small group of friends, you will make wonderful memories swimming in the heated gunite pool, playing badminton in the yard, grilling on the deck or sipping wine on the balcony. Close to the village, and both bay and ocean beaches! Rental Registry Certificate: RR-25-371

A Cheerful 2 - Bedroom Cottage

The cottage is the perfect resting spot for travelers. While staying here you can enjoy nature, farms, vinyards, beaches, golfing, and local attractions. We are conveniently located between the North and South Forks of Long Island. We are in walking distance to the Hampton's Jitney. A 2 min drive to the LIE. And just a 40 min drive to the Orient Pt Ferry. We are 30 mins to The Hamptons, and 5 mins to the LIRR. Most importantly we can assure your stay with us will be, peaceful and comfortable.

POOL + Beach Oasis! Winter deals 2+ nights!

Chef kitchen: 2 ovens/lux app's/coffee bar w/ Nespresso/Keurig 2 living rooms Dining room seats 10 1st floor Primary Suite: king bed, gas fireplace, furnished deck overlooking pool, 4 piece bath: huge shower & jacuzzi tub 2 of 4 Guest rooms on 1st fl Gym/yoga rm: bench + weights (no treadmill) TV's in bedrooms inc. Firesticks Fenced backyard oasis w/ heated mineral spring pool, loungers, shaded cabana, outdoor dining, & Weber BBQ, outdoor shower Kitchenette in den/office Central AC/heat/fans

Beautiful Hampton Home, 4 bedroom, heated pool

Beautiful Hampton 4 bedroom, 3 1/2 bath home, with heated pool, outdoor shower, located on one acre,in beautiful upscale neighborhood ,located on quiet cul-da-sac street.Close to Sag Harbor town and beaches. Large 65" TV in huge Cathedral main living room. 65" TV also in large separate den with treadmill. King Size bed on 1St floor with 2 beds next door. New large Spa bathroom on 1st floor. King Size Master bedroom 2nd floor,50"TV ,and en-suite bathroom. 2 beds in add bedroom, with en-suite

Summer Cottage

Cottage in Roses Groves, Southampton, NY. Great location to avoid traffic on 27. Cottage has access to a private beach on the Peconic Bay (5 min walk). 15 min drive to ocean beaches in Southampton, and Southampton village. 10 min drive to Watermill, 20 min to Sag Harbor and BH. A farm and a deli are less than a mile away. Two restaurants nearby Perfect for artists, ocean lovers, book lovers and families. A/C in living room and bedrooms. Located on a quiet street, very relaxing

Artists pet friendly apartment and cabin, sauna.

Full apartment with full bathroom 10 minutes to all Hampton towns. Quiet property Walking distance to free SUP boards and canoes and only 2 minute drive to a dog friendly beaches. Extra bedroom is a Cabin in the middle of the property and was a recording studio, now has queen bed, wifi, fridge, micro wave, heat and AC, TV and DVD player but no bathroom. You have your own parking spots, entrance and outdoor dining area and outdoor shower.

Casa al Mare Beachfront Retreat with Ocean View

Welcome to Casa al Mare! If you are looking for a place to relax and recharge, look no further. Enjoy this spectacular direct waterfront home while still very close to the city. Yale and downtown New Haven are 15 minutes away. Step out of the glass doors to the patio and walk on the sandy beach! Relax, walk on the sand or swim in Long Island Sound. Stunning water views await you every day.

The Bay & Vine Retreat

Escape to Southold in the heart of North Fork wine country. Steps from vineyards, the bay, and a private beach, this luxury retreat features an heated pool, private dock access, and spacious indoor/outdoor living. Minutes to local farms, seafood markets, water sports, top restaurants, and the charming waterfront village of Greenport — perfect for relaxing coastal getaways year-round.

The Unhampton

This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!

Secluded Farmhouse - Studio Apartment Style Unit

Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.

"Red House on the Knoll" at Indian Cove

Ecape to the charming beach community of Indian Cove in Guilford and unwind in this beautifully renovated 1920s coastal cottage. Full of character and warmth, this spacious retreat blends historic charm with modern comfort-featuring wood floors, high beam ceilings, and a stunning stone fireplace that creates the perfect cozy atmosphere year round.