50 Best Boston Apartments on Holiday Lettings - Condos

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229 Vacation rentals

(19) Excellent 

65

Apartment rental in Boston

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Contemporary One Bedroom, One Bath fully furnished condominium home (711 SF) at a Luxury Condominiums Building at the Boston/Charlestown historic Navy Yard, on the waterfront of Boston Harbor, situated right on the freedom trail and historic attractions such as the USS …see more

from $165 / night

$1050 - $1595 / week

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from $165 / night

6

Vacation home in Boston

Massachusetts / Boston

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Quiet but just a minute off the interstate, a great place to stay for a few days. Easy access to Newton, Cambridge or Boston. Lovely deck and backyard to relax in the summer. 3 bedrooms and a playroom spread over 3 floors, a garage. A BBQ and a backyard make your stay v …see more

Pricing unknown

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Pricing unknown

6

Vacation apartment in Boston

Massachusetts / Boston

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
This is a test property - do not book or inquire. This is a test property - do not book or inquire. This is a test property - do not book or inquire. This is a test property - do not book or inquire. This is a test property - do not book or inquire. This …see more

from $13 / night

$90 / week

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from $13 / night

(1) Good 

6

Vacation apartment in Boston

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Air conditioning
Large, bright apartment located steps from Coolidge Corner. 1 bed/1 bath. Fully equipped kitchen with dishwasher. There is also a gym and laundry located in the building. Across the street from a T stop and walking distance to the heart of Coolidge Corner. …see more

Pricing unknown

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Pricing unknown

(1) Very Good 

26

Vacation apartment in Boston

Massachusetts / Boston

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
This perfectly situated 4 bedroom apartment & 2 full baths was just completely renovated in 2014. Each bedroom features queen size beds. It has brand new full kitchen with granite countertops and new cabinets. Open living room with decorative fireplace. Hardwood floor t …see more

from $375 / night

$2600 / week

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from $375 / night

(11) Excellent 

59

Vacation apartment in Boston

Massachusetts / Boston

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Air conditioning
Comfortable, elegant, and romantic! Three-room luxury art suite with authentic European furnishings. In beautifully restored, award-winning historic townhouse located in Boston's oldest neighborhood of Charlestown! Lovely, walkable district near Freedom Trail, Bunker …see more

from $295 / night

$1500 / week

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from $295 / night

(8) Excellent 

25

Apartment rental in Boston

Massachusetts / Boston

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Brand new luxury apt square footage is 1350 over looking the Boston Harbor. Spectacular views of the skylines of Boston. Watch the boats go by or relax on your oversized private deck. Beautiful white table and four adirondack chairs sits on the deck. There is also a g …see more

from $350 / night

$2100 - $3500 / week

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from $350 / night

(25) Excellent 

Certificate of Excellence

64

Vacation apartment in Boston

Massachusetts / Boston

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Luxury two story plus third floor square footage 1900, leads you to your private roof deck. Beautiful skyline of Boston and gorgeous harbor views from all rooms. Kitchen is fully stocked with everything you need to prepare meals. Stainless steel appliances, washer, dry …see more

Certificate of Excellence

from $400 / night

$2800 / week

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from $400 / night

(7) Good 

43

Apartment rental in Boston with shared pool

Massachusetts / Boston

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Nice modern 2-bedroom apartment with 2 separate bedrooms and a big living room with a balcony. Sleeps 5. Clean, neat completely furnished with all necessary amenities either for short or long term rental. Free parking on the street, laundry in the building. Swimming poo …see more

from $120 / night

$855 - $1415 / week

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from $120 / night

34

Vacation apartment rental

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
Stay Alfred's latest Boston vacation rental combines the warmth and charm of nineteenth century architecture with twenty-first century amenities. At the crossroads of two historical neighborhoods, you will be a short walk from Back Bay's fashionable shops and the South …see more

from $138 / night

$966 / week

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from $138 / night

(7) Excellent 

15

Vacation home in Boston

Massachusetts / Boston

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Car not necessary
  • Air conditioning
This property is listed exclusively through Flipkey/TripAdvisor. We've been renting high-quality furnished accommodations for over 9 years, exclusively in the Beacon Hill neighborhood. The "Federal Rose" house location is stellar, just 3 minutes walking distance to Bos …see more

from $400 / night

$2400 / week

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from $400 / night

34

Vacation apartment in Boston

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
Stay Alfred's latest Boston vacation rental combines the warmth and charm of nineteenth century architecture with twenty-first century amenities. At the crossroads of two historical neighborhoods, you will be a short walk from Back Bay's fashionable shops and the South …see more

from $138 / night

$966 / week

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from $138 / night

26

Vacation apartment in Boston

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Sunny 1 bedroom apartment in luxury doorman building with all the amenities on East Cambridge close to Kendall Sq., MIT, Harvard, The Charles River and downtown Boston, and to all major Cambridge and Boston attractions! It's located within blocks of 2 subway stops and …see more

from $180 / night

$1260 / week

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from $180 / night

(8) Excellent 

21

Apartment rental in Boston

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Car not necessary
Steps from the Boston Common and Public Garden, Freedom Trail, the Charles River, and the gold-domed State House, this charming 1 bedroom condo comfortably sleeps 4. Very close by are Faneuil Hall, the Esplanade, Mass General Hospital, the North End, Boston Garden, Newb …see more

from $199 / night

$1393 / week

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from $199 / night

(15) Very Good 

24

Apartment rental in Boston

Massachusetts / Boston

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Find Boston Vacation Rentals on FlipKey Find Boston Vacation Rentals on FlipKey Modern apartment in a JP 2 family. Enjoy our extensive collection of fresh local art. This is not your standard run of the mill rental. Collection will occasionally rotate. Currently showing …see more

from $250 / night

$1650 - $2575 / week

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from $250 / night

(1) Excellent 

16

Vacation apartment in Boston

Massachusetts / Boston

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 2 mi
  • Ask about children
  • Car not necessary
An excellent hotel alternative, the unit is situated in Boston's trendiest neighborhood. The South End offers many cafes, boutiques, playgrounds, restaurants/bars. Theater, symphony, museums/art galleries, and beaches are all nearby, most within an easy walk. Also just …see more

from $135 / night

$850 - $1100 / week

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from $135 / night

(4) Excellent 

25

Vacation home in Boston

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 8 mi
  • Child friendly
  • Air conditioning
This single-family home sits in a safe, quiet residential neighborhood on the south side of Boston. The home offers off-street parking and is within easy walking distance of the subway and buses, as well as grocery, bank, post office, pharmacy, pubs and restaurants. Th …see more

from $150 / night

$1000 - $2000 / week

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from $150 / night

(8) Excellent 

Certificate of Excellence

27

Vacation apartment in Boston

Massachusetts / Boston

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Urban Chic meets historic Beacon Hill. One bedroom newly renovated sleeps four. An open floor plan offers a spacious kitchen with plenty of storage, granite counters and SS appliances. Brazilian Cherry floors, 9 ft ceilings and an abundance of closet space. Jacuzzi tub, …see more

Certificate of Excellence

from $225 / night

$1475 / week

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from $225 / night

6

Vacation condo in Boston

Massachusetts / Boston

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Modern apartment in a JP 2 family. To read reviews and if you do not see your dates here please see my other listing # Enjoy our extensive collection of fresh local art. This is not your standard run of the mill rental. Collection will occasionally rotate. Currently s …see more

from $250 / night

$1650 - $2325 / week

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from $250 / night

(2)  

9

Vacation apartment in Boston

Massachusetts / Boston

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
This unit is bordering the Boston Commons and right smack dab in the middle of Downtown. We have done the best with what we have, and we hope our guests have reasonable expectations and a very pleasant stay! Please be warned that the Owner of the building has asked tha …see more

from $190 / night

$1000 - $1800 / week

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from $190 / night

(1) Good 

11

Boston Vacation apartment rental

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
Cute and cool one bedroom duplex apartment on the 2nd floor, located in the North End's most lively stretch. Bedroom with a queen size bed and bathroom with a tub and shower are on the upper floor; kitchen and living room on the lower floor with a sofa bed. Amenities in …see more

from $79 / night

$553 / week

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from $79 / night

(8) Very Good 

Certificate of Excellence

24

Vacation apartment in Boston

Massachusetts / Boston

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
ALL people, all identities, all ethnicities WELCOME. URBAN OASIS is an exquisite MINI-apartment for people who want it all. Now FEATURING a brand new Luxury Queen mattress by NEST BEDDING and 2 comfortable COTS. [It says "twin" on the listing because "cot" is not an …see more

Certificate of Excellence

from $151 / night

$1040 / week

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from $151 / night

(1) Excellent 

57

Vacation home in Boston

Massachusetts / Boston

4 7 6 nights min

  • 4 bedrooms
  • Sleeps 7
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Roomy, comfortable 3- to 4- bedroom house in lively, green Jamaica Plain. Fully accessible 1st floor has well-equipped gourmet kitchen, dining room, light-filled living room, book room, large bedroom, TV/4th bedroom and bathroom with roll-in shower. The 2nd floor has tw …see more

from $550 / night

$3800 - $3900 / week

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from $550 / night

(3) Very Good 

45

Boston Vacation apartment rental

Massachusetts / Boston

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Beautiful, newly renovated light-filled, welcoming 2 bedrooms sleeps 4-6 . located on 2nd floor walkup with hardwood floors and brand new kitchen and bathroom. Kitchen is bright and lovely and can accommodate 4 guests. The two bedrooms have a queen bed in each, and …see more

from $139 / night

$973 / week

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from $139 / night

(1) Excellent 

17

Vacation b&b in Boston

Massachusetts / Boston

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 81 mi
  • Ask about children
Look no further for quintessential French countryside living in a pristine forest setting! Nestled in the heart of Brittany, we welcome you to our luxurious and inviting Manoir du Poul where it is our pleasure to make you feel at home. We are honored that our charming 3 …see more

from $110 / night

$625 - $2305 / week

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from $110 / night

(1) Very Good 

80

Apartment rental in Boston

Massachusetts / Boston

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Wonderful 2 bedroom apartment, very sunny, w/large windows and a high ceiling. Sleeps 4-6 guests. One bedroom has a loft bed w/twin on bottom and full bed on top. 2nd BR has a queen size bed. Newly renovated kitchen and bathroom with shower/tub combo. There is one so …see more

from $159 / night

$1113 / week

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from $159 / night

(1) Excellent 

24

Vacation home rental

Massachusetts / Boston

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Experience Boston’s alluring charm at this 2-bedroom, 1-bathroom vacation rental house, which sleeps 6. Featuring outstanding amenities and a close proximity to the city’s most exciting attractions - your Massachusetts getaway begins here!  Settled near the heart of Bo …see more

from $139 / night

$834 - $1554 / week

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from $139 / night

(26) Very Good 

11

Vacation apartment in Boston

Massachusetts / Boston

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
Third floor one-bedroom apartment one block on historic Beacon Hill. Apartment has high ceilings, comfortable furnishings, dining room table, cable TV, galley kitchen and bathroom with tub and shower. Close to transportation, historic sites, parks, restaurants. Near Cha …see more

from $250 / night

$1500 / week

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from $250 / night

(8) Excellent 

11

Vacation apartment in Boston

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
A sunlit and wonderfully located apartment on Radcliffe road. - 660 sq f in Allston/Brookline area. 25 min from downtown Boston on subway (Green line B) 15 min walk to Coolidge corner 15 min to Harvard Sq.Cambridge by bus 66. Easy access to Boston University, Boston Col …see more

from $89 / night

$623 / week

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from $89 / night

(2) Very Good 

21

Condo rental in Boston

Massachusetts / Boston

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Car not necessary
  • Air conditioning
STUNNING RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT! -4 BEDROOMS (SLEEPS UP TO 8) -2 FULL BATHROOMS -LARGE RENOVATED WINDOWED EAT IN KITCHEN w/ PANTRY -GIANT SUN DRENCHED LIVING ROOM -GORGEOUS WINDOW FILLED SUN ROOM (CAN BE USED AS HOME OFFICE, COMPUTE …see more

from $300 / night

$1890 - $3460 / week

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from $300 / night

31

Vacation home in Boston

Massachusetts / Boston

3 13 Min stay varies

  • 3 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
TCozy and charming 1,495 sqft 2017 remodel features 3BD with Queen, King and 2 Double Bed. 1Bath,living room, dining room and a large kitchen. Balcony,beautiful private patio/backyard for you to relax, cook and enjoy. Keurig, coffee maker, blender provided. We provide …see more

from $149 / night

$969 - $3154 / week

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from $149 / night

51

Vacation condo in Boston

Massachusetts / Boston

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 9 mi
  • Child friendly
  • Car not necessary
This is a beautiful, charming three-bedroom townhouse in the heart of Boston perfect for friends or family traveling to metropolitan Boston! A three-bedroom 1500 SF area with a large living room space and back patio for enjoying the sun and moon. There is TWO FREE PARKI …see more

from $126 / night

$882 / week

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from $126 / night

(4) Excellent 

Certificate of Excellence

24

Vacation condo rental

Massachusetts / Boston

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Beautifully renovated kitchen and bathroom with high end appliances. Beautiful and newly renovated condo in the safe and quiet town of Newton, yet only 15 minutes from Boston. Condo is sun filled and has premium grade appliances. It is warm and welcome for your stay. …see more

Certificate of Excellence

from $230 / night

$1610 / week

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from $230 / night

13

Vacation apartment in Boston

Massachusetts / Boston

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
First floor 2 bedroom apartment in Victorian house, located in a very quiet family friendly neighborhood of Boston. Short walking distance to shops, restaurants and public transportation. A short train ride to down town Boston and all the tourist attractions as well as …see more

from $150 / night

$1050 / week

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from $150 / night

(28) Very Good 

11

Vacation condo in Boston

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
  • Air conditioning
We've been renting high-quality furnished accommodations for over 8 years, exclusively in the Beacon Hill neighborhood. "the Nest" apartment location is stellar, just 3 minutes walking distance to Boston Common, the Freedom Trail, an organic grocery store, a wine shop a …see more

from $190 / night

$1175 - $1400 / week

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from $190 / night

25

Vacation apartment in Boston

Massachusetts / Boston

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Relax and feel at home in our privately-owned residences featuring spectacular views of the luxurious Seaport District and Boston Harbor. These one bedroom suites include brand new kitchens with stainless steel appliances. Step into the living room and enjoy stylish fu …see more

from $249 / night

$1743 / week

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from $249 / night

(1) Excellent 

8

Vacation condo in Boston

Massachusetts / Boston

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Air conditioning
Ideal location in the South Boston neighborhood, easily accessible by public transportation. Only 10 minute cab ride to/from Logan Airport. Only 10 minute walk to Convention Center!! Short walk to Downtown/Financial District, Fort Point, Seaport District and other area …see more

from $300 / night

$2000 / week

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from $300 / night

33

Boston Vacation apartment rental

Massachusetts / Boston

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 40 mi
  • Suitable for children age 5+
  • Air conditioning
Simply the Best Kept Secret in Boston Apartment Rentals A Beautiful 3 Bedroom apartment in the Boston neighborhood of Hyde Park that borders Jamaica Plain. Short ride by bus (15 minutes) or by car (10 minutes) to Forest Hills subway stop or a 30 minute drive to downtow …see more

from $160 / night

$1120 / week

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from $160 / night

(124) Very Good 

23

Vacation apartment in Boston

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
Stay Alfred's latest Boston vacation rental combines the warmth and charm of nineteenth century architecture with twenty-first century amenities. At the crossroads of two historical neighborhoods, you will be a short walk from Back Bay's fashionable shops and the South …see more

from $138 / night

$966 / week

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from $138 / night

7

Vacation apartment in Boston

Massachusetts / Boston

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
Welcome! Your next step is to reply to the Vreasy emails/texts and fill in your arrival info. Without this step, we can't guarantee a timely check-in. Thanks for booking! Check in is at 4pm or any reasonable time thereafter. You must coordinate the specific time with o …see more

from $185 / night

$1200 / week

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from $185 / night

1