Chelsea Holiday House Rentals from AU$293: Search Holiday Homes

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Our top choices for Chelsea holiday homes

A bedroom with a bed, a bedside table with a lamp, a wall-mounted shelf, and a potted plant.

1. Home for Families | Sleeps 11 | 5 min Downtown

Chelsea

includes taxes & fees

9 Nov - 10 Nov

A spacious living area with a large sectional sofa, a glass dining table, and multiple windows providing natural light.

2. Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Chelsea

Kevin C.

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a brick wall, a bed with multiple pillows, a TV, and a neatly made bed with towels.

3. Eagles Landing - Logan Airport

East Boston

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sofa, armchair, coffee table, and a TV.

4. PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

Everett

Dawn B.

includes taxes & fees

9 Nov - 10 Nov

A staircase with white railings and dark wooden steps leading to a second floor.

5. Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay

Everett

Scott

includes taxes & fees

10 Nov - 11 Nov

A dining area with a wooden table and chairs, a radiator, a window with curtains, and a door.

6. Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

South Medford

Anonymous traveller

includes taxes & fees

10 Nov - 11 Nov

A dining area with a round table set for four, a sofa in the background, and a decorative wall piece.

7. Steps from the ocean - minutes from Boston

Winthrop

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sofa, coffee table, and chairs, a flat-screen TV mounted on the wall, and large windows with curtains.

8. LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino

East Somerville

Tobakeion B.

includes taxes & fees

17 Nov - 18 Nov

A modern kitchen with stainless steel appliances, grey cabinets, and a marble floor.

9. Luxury 3BR • Free Parking • 10 Min to Logan

Revere

Nash B.

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

10. Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

Everett

jordan l.

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a dining area, featuring a black dining table, beige chairs, a black sofa, and a beige armchair.

11. Modern 2BR Getaway Near Revere Beach

Revere

Steve S.

includes taxes & fees

9 Nov - 10 Nov

12. Recently Renovated Extremely Spacious Home For You

Medford

Hak-Jai K.

includes taxes & fees

10 Nov - 11 Nov

A dining room with a round table, six chairs, a vase with dried plants, and a chandelier.

13. Stylish 3BR Revere Home|Sleeps 8|Near Boston&Beach

Revere

Sarah T.

includes taxes & fees

9 Nov - 10 Nov

A hallway with a dark grey door, a large ornate mirror, and a light wooden floor.

14. Harvard Charm / Near Boston + New build

Ward Two

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a gray sofa, a dining area with a round table and chairs, a kitchen with white cabinets, and pendant lighting.

15. The Everett House - Five Bedroom House, Sleeps 11

Everett

"We stayed here for my brother’s MIT graduation, and I cannot say enough good things about this stunning property. Finding a home that comfortably fits the whole family can be a challenge, but this place was absolutely perfect. The house is gorgeous, incredibly spacious, and felt like a true home away from home. Being so close to Cambridge made our commute to the commencement events stress-free. If you’re looking for a beautiful, high-end spot for a family gathering, look no further. Five stars...

Meshullam

includes taxes & fees

30 Nov - 1 Dec

A modern kitchen with white cabinets, stainless steel appliances, and a glass dining table set for six.

16. 3BR3Bth Entire House/Steps to Downtown & TD Garden

North End

Joel F.

includes taxes & fees

8 Dec - 9 Dec

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

17. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Dorchester

Harmoni C.

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with dark wooden cabinets, stainless steel appliances, and a white countertop.

18. Stylish 6-Bedroom Home Near Boston – Dual Units, Yard & Parking Included!

Everett

"We were very excited to stay at this property with my mother and her 2 dogs. My husband is allergic, so the dual homes side by side seemed perfect - and with 2 medium-large dogs, 2 fenced backyard areas was perfect in the Boston area. Unfortunately, though the owner was aware we were bringing dogs, he failed to mention that "fenced" actually meant fenced just in 3 sides, not fully fenced. Moreover, the 2nd "yard" measures about 4x4 ft or so - also not fully enclosed. The photos were...

Caitlin D.

includes taxes & fees

11 Nov - 12 Nov

A spacious dining area with a wooden table and black chairs, flanked by large windows and a mirror.

19. Cozy Davis SQ 4BDs/Free Parking/7 Min to Harvard & MIT/5 Min Walk-Train Station

Davis Square

Joe C.

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a dark green sofa, a wooden coffee table, and a red chair.

20. Spacious & Convenient 1BR unit-20min to Boston

Melrose

Patrick G.

includes taxes & fees

12 Nov - 13 Nov

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Learn more about Chelsea

Explore the vibrant waterfront where locals gather at the restored Mary O'Malley Park for skyline views and summer concerts. Just across the Tobin Bridge, you'll find authentic Latin American eateries and the surprising Chelsea Art Walk showcasing local talent.

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